Category: 24034-73-9

Reference of 24034-73-9, Researchers who often do experiments know that organic synthesis is a process of preparing more complex target molecules from simple raw materials through one or more chemical reactions. Generally, it requires fewer steps,and cheap raw materials. 24034-73-9, name is (2E,6E,10E)-3,7,11,15-Tetramethylhexadeca-2,6,10,14-tetraen-1-ol. A new synthetic method of this compound is introduced below.

This reaction isanalogous to a published procedure,1 with somemodifications as described below. To a stirred solution of geranylgeraniol2 (8, 651 mg, 2.24mmol) and VO(C5H7O2)2 (6 mg, 0.02 mmol) in 1,2-dichloroethane (3 mL), tert-butylhydroperoxide (70 wt% in H2O, 0.35 mL, 2.45 mmol) was added dropwise. The reaction washeated at reflux for 1.5 hours and then allowed to cool to room temperature. After Na2SO4 wasadded to the reaction mixture, it was filtered, the solid was rinsed with EtOAc, and the filtratewas concentrated in vacuo. Purification by flash chromatography (8% EtOAc in hexanes)afforded epoxide 9 (387 mg, 56%) as a clear oil. The 1H NMR and 13C NMR data wereconsistent with literature data.3 The resonance at 16.0 ppm should be labeled as 2C in theliterature report.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,24034-73-9, (2E,6E,10E)-3,7,11,15-Tetramethylhexadeca-2,6,10,14-tetraen-1-ol, and friends who are interested can also refer to it.

Reference:
Article; Wills, Veronica S.; Zhou, Xiang; Allen, Cheryl; Holstein, Sarah A.; Wiemer, David F.; Tetrahedron Letters; vol. 57; 12; (2016); p. 1335 – 1337;,
Alcohol – Wikipedia,
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Adding a certain compound to certain chemical reactions, such as: 24034-73-9, (2E,6E,10E)-3,7,11,15-Tetramethylhexadeca-2,6,10,14-tetraen-1-ol, can increase the reaction rate and produce products with better performance than those obtained under traditional synthetic methods. Here is a downstream synthesis route of the compound, HPLC of Formula: C20H34O, blongs to alcohols-buliding-blocks compound. HPLC of Formula: C20H34O

N–chlorosuccinimide(1.2g,1.3equiv)wassuspendedindryCH2Cl2(15ml).Thesuspensionwascooledto–30C(acetone/liquidN2bath)andafterstirringfor5min,dimethylsulfide(750mul,1.5equiv)wasadded.Thereactionwasstirredfor10minat–30Cand10minat0C.Thenthesolutionwascooledto–40C.Asolutionofgeranylgeraniol(2g,6.9mmol)inCH2Cl2(dry,5ml)wasaddeddropwise.Theresultingsuspensionwasallowedtowarmduring150minto0C,turningintoacloudysolutionat–15C.Thereactionmixturewaspouredintopentane(150ml),Theorganiclayerwaswashedwithwater(2x50ml),brine(50ml),driedoverMgSO4andevaporated.Thereactionafforded1.94gofgeranylgeranylchlorideasacolorlessliquidwhichwasusedwithoutfurtherpurification.

The synthetic route of 24034-73-9 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Jain, Samta; Caforio, Antonella; Fodran, Peter; Lolkema, Juke S.; Minnaard, Adriaan J.; Driessen, Arnold J.M.; Chemistry and Biology; vol. 21; 10; (2014); p. 1392 – 1401;,
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Reference of 24034-73-9, With the rapid development and complex challenges of chemical substances, the synthesis of new drugs is usually one of the most effective ways to increase yield.24034-73-9, name is (2E,6E,10E)-3,7,11,15-Tetramethylhexadeca-2,6,10,14-tetraen-1-ol, molecular formula is C20H34O, molecular weight is 290.4834, as common compound, the synthetic route is as follows.

[0270] The resulting 2E-conjugated ester 8 was reduced to the corresponding 2E-alcohol 9 by means of a lithium aluminum hydride (LAH) treatment, which was then converted into the corresponding 2E,6E, 10E-geranylgeranyl bromide 10 by means of phosphorus tribromide (PBr3) treatment in ethyl ether (EE) or with Ph3P and CBr in acetonitrile (ACN) at 0C. Furthermore, the interaction of carbanion (derived from ethyl acetoacetate 5 and sodium ethoxide) with the bromide 10 at 0C afforded the desired 2E,6E,10E-geranylgeranyl ketoester 11, a precursor needed for 5E,9E,13E-geranylgeranyl acetone 1. The subsequent ester hydrolysis and decarboxylation of ketoester 11 using aq. 5N KOH at 80C yielded the requisite 5E,9E,13E-geranylgeranyl acetone 1. TLC Rf: 0.28 (5% Ethyl Acetate in Hexanes); LC Retention time: 16.68 min; MS (m/e): 313 [M – 18 + H]+, 331 [MH]+, 353 [M + K]. Example 2: S-Z.SE.IBE-Geranylgeranyl Acetone Synthesis Scheme 2

The chemical industry reduces the impact on the environment during synthesis 24034-73-9, I believe this compound will play a more active role in future production and life.

Reference:
Patent; COYOTE PHARMACEUTICALS, INC.; SERIZAWA, Hiroaki; ARGADE, Ankush B.; DATWANI, Akash; SPENCER, Natalie; PAN, Yonghua; ERMINI, Florian; WO2013/130654; (2013); A1;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Adding a certain compound to certain chemical reactions, such as: 24034-73-9, (2E,6E,10E)-3,7,11,15-Tetramethylhexadeca-2,6,10,14-tetraen-1-ol, can increase the reaction rate and produce products with better performance than those obtained under traditional synthetic methods. Here is a downstream synthesis route of the compound, name: (2E,6E,10E)-3,7,11,15-Tetramethylhexadeca-2,6,10,14-tetraen-1-ol, blongs to alcohols-buliding-blocks compound. name: (2E,6E,10E)-3,7,11,15-Tetramethylhexadeca-2,6,10,14-tetraen-1-ol

0441] 2E,6E,10E)-3)7,ll,15-tetramethylhexadeca-2,6,10i14-tetraen-l-yl 4- methylpiperazine-l-carboxylate (40a): To a solution of alcohol 1 (160 mg, 55 mmol) in DCM (3 mL) at 0 C was added carbonyldiimidazole (CDI) (107 mg, 0.66 mmol) and the reaction was stirred for 1 h. Then N-methylpiperazine (80 mg, 0.72 mmol) and DMAP (68 mg, 0.55 mmol) were added and stirred for 12 h. Solvent was removed and the residue was purified by column chromatography (DCM/ MeOH) to give the carbamate 40a as a viscous oil in 88 % yield (191 mg). TLC Rf: 0.54 (10% MeOH/DCM); JH NM R (300 MHz, CDCI3): delta 5.34 (t, 3H), 5.08 (m, 3H), 4.59 (d, 2H), 3.49 (m, 4H), 2.35 (m, 4H), 2.29 (s, 3H), 2.10-1.97 (m, 12H), 1.70 (s, 3H), 1.67 (s, 3H ), 1.59 (s, 9H); LCMS: MS (m/z): 417 (M+H ).

The synthetic route of 24034-73-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; COYOTE PHARMACEUTICALS, INC.; SERIZAWA, Hiroaki; ARGADE, Ankush B.; DATWANI, Akash; SPENCER, Natalie; PAN, Yonghua; ERMINI, Florian; WO2013/130654; (2013); A1;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

As we all know, there are many different methods for the synthesis of a compound, and people can choose the synthesis method that suits their own laboratory according to the actual situation. 24034-73-9, name is (2E,6E,10E)-3,7,11,15-Tetramethylhexadeca-2,6,10,14-tetraen-1-ol, molecular formula is C20H34O, The compound is widely used in many fields, so it is necessary to find a new synthetic route. The downstream synthesis method of this compound is introduced below. Application In Synthesis of (2E,6E,10E)-3,7,11,15-Tetramethylhexadeca-2,6,10,14-tetraen-1-ol

The preparation of geranylgeranyl bromide followed a procedure previously described.35 Under a nitrogen atmosphere, phosphorus tribromide (40 muL, 0.43 mmol, 0.65 equiv) was added to a solution of geranylgeraniol (192 mg, 0.66 mmol, 1.0 equiv) in 3 mL THF at 0 C and stirred for 1 h. Saturated NaHCO3 (5 mL) was added and the mixture was extracted with n-hexane (3×15 mL). The combined organic layers were dried over Na2SO4 and concentrated in vacuo. The geranylgeranyl bromide was used without further purification or characterization.

With the rapid development of chemical substances, we look forward to future research findings about 24034-73-9.

Reference:
Conference Paper; Hammer, Stephan C.; Dominicus, Joerg M.; Syren, Per-Olof; Nestl, Bettina M.; Hauer, Bernhard; Tetrahedron; vol. 68; 37; (2012); p. 7624 – 7629;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Electric Literature of 24034-73-9 , The common heterocyclic compound, 24034-73-9, name is (2E,6E,10E)-3,7,11,15-Tetramethylhexadeca-2,6,10,14-tetraen-1-ol, molecular formula is C20H34O, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc., below Introduce a new synthetic route.

[0294] The resulting 2E-conjugated ester 8 was reduced to the corresponding 2E-alcohol 9 by means of a lithium aluminum hydride (LAtI) treatment, which was then converted into the corresponding 2E,6ES 1 QE-geranylgeranyS bromide 10 by means of phosphorus tribromide (PBr3) treatment in ethyl ether (EE) or with Ph3P and CBr4 in acetonitriie (ACN) at 0C. Furthermore, the interaction of carbanion (derived from ethyl acetoacetate 5 and sodium ethoxide) with the bromide 10 at 0C afforded the desired 2E.6E, 10E-gerany{geranyl ketoester 11, a precursor needed for 5E.9E, 13E-geraByigeranyl acetone 1. The subsequent ester hydrolysis and decarboxylation of ketoester 11 using aq. 5N KOH at 80C yielded the requisite 5E.9E, 13E-geranyJgeranyl acetone 1. TLC Rf: 0.28 (5% Ethyl Acetate in Hexanes); LC Retention time: 16.68 min; MS (m e): 313 [M – 18 + H]+, 331 (MH]+, 353 [M – Kj,

The synthetic route of 24034-73-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; COYOTE PHARMACEUTICALS, INC.; SERIZAWA, Hiroaki; WO2014/107686; (2014); A1;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Related Products of 24034-73-9, The major producers of chemicals have been the Europe, Japan and China. Due to the growing call for a cleaner, greener environment, people will have to find innovative ways to maintain their relevance. Here is a compound 24034-73-9, name is (2E,6E,10E)-3,7,11,15-Tetramethylhexadeca-2,6,10,14-tetraen-1-ol. This compound has unique chemical properties. The synthetic route is as follows.

Geranylgeraniol (600 mg, 2.07 mmol) and 15 mE of anhydrous tetrahydroffiran were added to a rubber septum coyered, oven-dried 50 mE round-bottom flask with a magneticstirring bar and a nitrogen inlet. The solution was stirred andcooled to -45 C. Upon cooling of this solution, methanesulfonyl chloride (207.5 pL, 2.67 mmol) was added slowlyvia syringe to the reaction flask. Over a 5-minute period,574.74 jiL of triethylamine was then added via syringe. Theresulting suspension was stirred for 45 minutes at -45 C. Asolution of lithium bromide (717.5mg, 8.26 mmol) inS mE oftetrahydroffiran was added dropwise via syringe. The suspen10 sion was warmed to 0 C. and stirred for 1 hout The reactionmixture was poured into 8 mE of iced water and the aqueouslayer was extracted with ice-cold diethyl ether (3×4 mE). Thecombined organic extracts were washed with ice-cold saturated NaHCO3 (10 mE) and brine (10 mE), and dried overanhydrous Mg504. The organic layer was filtered and concentrated in vacuo to obtain the crude geranylgeranyl bromide, which was then used immediately for the following stepwithout thrther purifications.

According to the analysis of related databases, 24034-73-9, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Wellesley College; Carrico-Moniz, Dora; (19 pag.)US9388155; (2016); B1;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Researchers who often do experiments know that organic synthesis is a process of preparing more complex target molecules from simple raw materials through one or more chemical reactions. Generally, it requires fewer steps,and cheap raw materials. 24034-73-9, name is (2E,6E,10E)-3,7,11,15-Tetramethylhexadeca-2,6,10,14-tetraen-1-ol. A new synthetic method of this compound is introduced below., Safety of (2E,6E,10E)-3,7,11,15-Tetramethylhexadeca-2,6,10,14-tetraen-1-ol

To a solution of polymer bound triphenylphosphine (68 mg, 0.20 mmol, 3.0 mmol/g substitution) and carbon tetrabromide (68 mg, 0.20 mmol) in dry CH2Cl2 was added geranylgeraniol (56 muL, 0.17 mmol), and the reaction was stirred for 2 h. The polymeric reagent was removed by filtration and the solvents removed in vacuo. This crude product is stable overnight in the freezer, but was generally used directly in the Zn2+ catalyzed geranylgeranylation reactions after purification on a C18 SepPak column. The SepPak purification removes an unknown impurity that greatly increases the amount of undesirable disulfide peptide dimer formed instead of the desired geranylgeranylation of cysteine.

If you are interested in these compounds, you can also browse my other articles.Thank you for taking the time to read this article. I hope you enjoyed it, 24034-73-9, (2E,6E,10E)-3,7,11,15-Tetramethylhexadeca-2,6,10,14-tetraen-1-ol.

Reference:
Article; Ochocki, Joshua D.; Mullen, Daniel G.; Wattenberg, Elizabeth V.; Distefano, Mark D.; Bioorganic and Medicinal Chemistry Letters; vol. 21; 17; (2011); p. 4998 – 5001;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Reference of 24034-73-9, The major producers of chemicals have been the Europe, Japan and China. Due to the growing call for a cleaner, greener environment, people will have to find innovative ways to maintain their relevance. Here is a compound 24034-73-9, name is (2E,6E,10E)-3,7,11,15-Tetramethylhexadeca-2,6,10,14-tetraen-1-ol. This compound has unique chemical properties. The synthetic route is as follows.

The resulting 2E-conjugated ester 8 was reduced to the corresponding 2E-alcohol 9 by means of a lithium aluminum hydride (LAH) treatment, which was then converted into the corresponding 2E,6E,10E-geranylgeranyl bromide 10 by means of phosphorus tribromide (PBr3) treatment in ethyl ether (EE) or with Ph3P and CBr4 in acetonitrile (ACN) at 0C. Furthermore, the interaction of carbanion (derived from ethyl acetoacetate 5 and sodium ethoxide) with the bromide 10 at 0C afforded the desired 2E,6E,10E-geranylgeranyl ketoester 11, a precursor needed for 5E,9E,13E-geranylgeranyl acetone 1. The subsequent ester hydrolysis and decarboxylation of ketoester 11 using aq. 5N KOH at 80C yielded the requisite 5E,9E,13E-geranylgeranyl acetone 1. TLC Rf: 0.28 (5% Ethyl Acetate in Hexanes); LC Retention time: 16.68 min; MS (m/e): 313 [M – 18 + H]+, 331 [M H]+, 353 [M + K] .

While traditionally a conservative industry, chemical producers will need to modernize their PR strategies to stay relevant.we look forward to future research findings about 24034-73-9, (2E,6E,10E)-3,7,11,15-Tetramethylhexadeca-2,6,10,14-tetraen-1-ol.

Reference:
Patent; COYOTE PHARMACEUTICALS, INC.; SERIZAWA, Hiroaki; ARGADE, Ankush; DATWANI, Akash; SPENCER, Natalie; PAN, Yonghua; ERMINI, Florian; WO2014/163643; (2014); A1;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

As we all know, there are many different methods for the synthesis of a compound, and people can choose the synthesis method that suits their own laboratory according to the actual situation. 24034-73-9, name is (2E,6E,10E)-3,7,11,15-Tetramethylhexadeca-2,6,10,14-tetraen-1-ol, molecular formula is C20H34O, The compound is widely used in many fields, so it is necessary to find a new synthetic route. The downstream synthesis method of this compound is introduced below. SDS of cas: 24034-73-9

A dry reaction flask equipped with a stir bar and N2 inlet was charged with geranylgeranyl alcohol 9 (0.087 g, 0.3 mmol), pyridine (0.048 mL, 0.6 mmol) in DCM (2 mL). To it was added, methanesulfonyl chloride 25a (0.035 mL, 0.45 mmol) and stirred for 48 h at room temperature. The reaction was followed by TLC. After the completion of the reaction, it was quenched with water (10 mL), extracted with DCM (3*20 mL) and the combined DCM solution was washed with 2N NaOH solution (20 mL) followed by water (20 mL). The DCM layer upon drying over anhydrous Na2SO4 was evaporated and the residue was purified by silica gel column chromatography using n-hexanes the 1-2% EtOAc in n-hexanes to afford the desired sulfonate 26a. Yield: 0.066 g (66%); TLC Rf: 0.54 (10% EtOAc/n-Hexanes); LCMS: MS (m/z): 367.10 (M-H).

With the rapid development of chemical substances, we look forward to future research findings about 24034-73-9.

Reference:
Patent; Coyote Pharmaceuticals, Inc.; Serizawa, Hiroaki; Argade, Ankush B.; Datwani, Akash; Spencer, Natalie; US2013/85283; (2013); A1;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts