Category: 57044-25-4

Meinert, Cornelia published the artcileAnisotropy spectroscopy of chiral alcohols, amines, and monocarboxylic acids: Implications for the analyses of extraterrestrial samples, Recommanded Product: (R)-Oxiran-2-ylmethanol, the publication is Journal of Photochemistry and Photobiology, A: Chemistry (2016), 130-137, database is CAplus.

Stereoisomers of distinct chiral amino acids were observed to occur in L-enantioenriched form in carbonaceous chondrite meteorites. Meteoritic amines and monocarboxylic acids were recently shown to occur in racemic ratio. In this study we investigated the electronic CD and anisotropy spectra of chiral alcs., chiral amines, and chiral monocarboxylic acids. We recorded CD and anisotropy spectra from 280 to 170 nm in aqueous solution using a synchrotron-radiation UV CD spectrophotometer. The obtained anisotropy spectra are employed to discuss the likely role of UV circularly polarized light leading to enantioenriched amino acids, as well as racemic amines and monocarboxylic acids during their primordial interstellar synthesis. These data will moreover accompany the European Space Agency’s Rosetta mission, which successfully landed Philae on the nucleus of comet 67P/Churyumov-Gerasimenko to search for chiral organic mols.

Journal of Photochemistry and Photobiology, A: Chemistry published new progress about 57044-25-4. 57044-25-4 belongs to alcohols-buliding-blocks, auxiliary class Epoxides,Chiral,Aliphatic hydrocarbon chain,Alcohol, name is (R)-Oxiran-2-ylmethanol, and the molecular formula is C3H6O2, Recommanded Product: (R)-Oxiran-2-ylmethanol.

Referemce:
https://en.wikipedia.org/wiki/Alcohol,
Alcohols – Chemistry LibreTexts

Andringa, Ruben L. H. published the artcileSynthesis of phosphatidic acids via cobalt(salen) catalyzed epoxide ring-opening with dibenzyl phosphate, Application In Synthesis of 57044-25-4, the publication is Organic & Biomolecular Chemistry (2022), 20(11), 2200-2204, database is CAplus and MEDLINE.

With a CoIII(salen)OTs catalyst, dibenzyl phosphate ring-opens a variety of terminal epoxides with excellent regio-selectively and yields up to 85%. The reaction is used in a highly efficient synthesis of enantiopure mixed-diacyl phosphatidic acids, including a photoswitchable phosphatidic acid mimic.

Organic & Biomolecular Chemistry published new progress about 57044-25-4. 57044-25-4 belongs to alcohols-buliding-blocks, auxiliary class Epoxides,Chiral,Aliphatic hydrocarbon chain,Alcohol, name is (R)-Oxiran-2-ylmethanol, and the molecular formula is C3H6O2, Application In Synthesis of 57044-25-4.

Referemce:
https://en.wikipedia.org/wiki/Alcohol,
Alcohols – Chemistry LibreTexts

Zhang, Quan published the artcileCarboalumination-epoxide ring opening for the formation of 1,4-disubstituted (Z)-3,6-alkadienols, Related Products of alcohols-buliding-blocks, the publication is Chinese Journal of Chemistry (2013), 31(6), 773-778, database is CAplus.

Allylalumination of alkynes, i.e. forming Negishi’s (Z)-alkenyl dialkylalane, followed by alkenylation of epoxides provides 1,4-disubstituted (Z)-3,6-alkadienols. The alkenylation can be facilitated by the presence of a neighboring coordinating group in the epoxides. This “one-pot” approach was successfully applied in the large-scale production of the C(10)-C(15) fragment of 9,10-dehydroepothilone D, a synthetic epothilone analog as an anticancer agent in phase-2 clin. trials.

Chinese Journal of Chemistry published new progress about 57044-25-4. 57044-25-4 belongs to alcohols-buliding-blocks, auxiliary class Epoxides,Chiral,Aliphatic hydrocarbon chain,Alcohol, name is (R)-Oxiran-2-ylmethanol, and the molecular formula is C3H5BN2O2, Related Products of alcohols-buliding-blocks.

Referemce:
https://en.wikipedia.org/wiki/Alcohol,
Alcohols – Chemistry LibreTexts

Skvorcova, M. published the artcileIntramolecular cyclopropylmethylation via non-classical carbocations, Formula: C3H6O2, the publication is Organic & Biomolecular Chemistry (2017), 15(33), 6909-6912, database is CAplus and MEDLINE.

Cyclopropyl-cyclopropyl rearrangement was achieved selectively by intramol. trapping of cyclopropylmethyl carbenium ions with an internal nucleophile. This was exploited as a useful method for the introduction of a cyclopropyl group into complex mols. using readily accessible disubstituted cyclopropane intermediates.

Organic & Biomolecular Chemistry published new progress about 57044-25-4. 57044-25-4 belongs to alcohols-buliding-blocks, auxiliary class Epoxides,Chiral,Aliphatic hydrocarbon chain,Alcohol, name is (R)-Oxiran-2-ylmethanol, and the molecular formula is C4H6O3, Formula: C3H6O2.

Referemce:
https://en.wikipedia.org/wiki/Alcohol,
Alcohols – Chemistry LibreTexts

Brunet, Ernesto published the artcileThe use of lanthanide luminescence as a reporter in the solid state: Desymmetrization of the prochiral layers of γ-zirconium phosphate/phosphonate and circularly polarized luminescence, Application In Synthesis of 57044-25-4, the publication is Microporous and Mesoporous Materials (2013), 222-234, database is CAplus and MEDLINE.

Solid-state CPL measurements were performed for the first time on hybrid, laminar materials based on γ-ZrP pillared with organic diphosphonates. Ad hoc optically pure diphosphonates (I) were synthesized and the luminescence properties of their complexation with Tb(III) were verified in solution CD and CPL measurements showed that the bistriazolylpyridine chromophores bonded to the metal provided an effective chiral environment that produced significant signals. In the case of the γ-ZrP-derived materials, exptl. evidence and simple mol. modeling hinted to the occurrence of supramol. chirality in the particles, induced by the intrinsic dissymmetry of the organic diphosphonates or by the intercalation of chiral species such as 1-phenethylamine. Chirality at the supramol. level was revealed in the solid state by the CPL signals measured from reporter Tb(III) ions intercalated in the hybrid matrix.

Microporous and Mesoporous Materials published new progress about 57044-25-4. 57044-25-4 belongs to alcohols-buliding-blocks, auxiliary class Epoxides,Chiral,Aliphatic hydrocarbon chain,Alcohol, name is (R)-Oxiran-2-ylmethanol, and the molecular formula is C3H6O2, Application In Synthesis of 57044-25-4.

Referemce:
https://en.wikipedia.org/wiki/Alcohol,
Alcohols – Chemistry LibreTexts

Kim, Jungjoon published the artcileFlexible Tetrahydropyran Synthesis from Homopropargylic Alcohols Using Sequential Pd-Au Catalysis, Application of (R)-Oxiran-2-ylmethanol, the publication is Organic Letters (2017), 19(1), 242-245, database is CAplus and MEDLINE.

A flexible synthetic method toward highly substituted tetrahydropyran is reported. The key transformation involves atom-efficient sequential metal catalysis consisting of Pd-catalyzed addition of homopropargylic alcs. to alkoxyallene and the subsequent gold(I)-catalyzed cycloisomerization. Notably, this method gives access to both 2,6-cis- and 2,6-trans-tetrahydropyrans, e.g., I, possessing diverse substitution patterns.

Organic Letters published new progress about 57044-25-4. 57044-25-4 belongs to alcohols-buliding-blocks, auxiliary class Epoxides,Chiral,Aliphatic hydrocarbon chain,Alcohol, name is (R)-Oxiran-2-ylmethanol, and the molecular formula is C3H6O2, Application of (R)-Oxiran-2-ylmethanol.

Referemce:
https://en.wikipedia.org/wiki/Alcohol,
Alcohols – Chemistry LibreTexts

Ding, Shi published the artcileExploration of the structure-activity relationship and druggability of novel oxazolidinone-based compounds as Gram-negative antibacterial agents, Recommanded Product: (R)-Oxiran-2-ylmethanol, the publication is Archiv der Pharmazie (Weinheim, Germany) (2019), 352(11), 1900129, database is CAplus and MEDLINE.

To gain further knowledge of the structure-activity relationship and druggability of novel oxazolidinone-based UDP-3-O-acyl-N-acetylglucosamine deacetylase (LpxC) inhibitors as Gram-neg. antibacterial agents, compounds containing the hydrophobic tails with different lengths and terminal substitutions were synthesized and their antibacterial activities against standard and clin. isolated Gram-neg. strains were evaluated. We summarized their structure-activity relationships and found that oxazolidinone-based compounds exhibited a narrower antibacterial spectrum compared with threonine-based compounds Furthermore, we parallelly compared the metabolic stabilities of the compounds with the classic threonine scaffold and the novel oxazolidinone scaffold in liver microsomes. The results indicated that the druggability of the oxazolidinone scaffold may be inferior to the classic threonine scaffold in the design of LpxC inhibitors.

Archiv der Pharmazie (Weinheim, Germany) published new progress about 57044-25-4. 57044-25-4 belongs to alcohols-buliding-blocks, auxiliary class Epoxides,Chiral,Aliphatic hydrocarbon chain,Alcohol, name is (R)-Oxiran-2-ylmethanol, and the molecular formula is C3H6O2, Recommanded Product: (R)-Oxiran-2-ylmethanol.

Referemce:
https://en.wikipedia.org/wiki/Alcohol,
Alcohols – Chemistry LibreTexts

White, James D. published the artcileStudies of the Synthesis of Providencin: Construction and Assembly of Two Major Subunits, Application of (R)-Oxiran-2-ylmethanol, the publication is Journal of Organic Chemistry (2014), 79(2), 700-710, database is CAplus and MEDLINE.

The “northern” sector of the cembranoid diterpene providencin (I) containing a tetrasubstituted cyclobutane was synthesized from the bis(acetonide) of D-glucose using dicyclopentadienylzirconium(0)-mediated oxygen abstraction from a furanose. Oxidative scission of the vinyl substituent of this cyclobutane gave an aldehyde, which was reacted with an alkynylstannane to provide an allenol (II). Cyclization of the derived allenone with silver nitrate led to a cyclobutylfuran (III) comprising the northern subunit of providencin. The “southern” sector of the cembranoid skeleton containing a trisubstituted iodoalkene attached to an α-phenylselenyl-γ-lactone was synthesized from (R)-glycidol. Negishi carbometalation-iodination established the (E)-iodoalkene, and addition of the lithio dianion of phenylselenoacetic acid to a tosylate generated the substituted lactone (IV). The two sectors were joined via stannylation of the furan of the northern component followed by Stille cross-coupling of the furylstannane with the iodoalkene of the southern subunit. Linkage of the two segments was also made at C12-C13 of providencin using intermol. aldol condensation of the enolate from the selenyl lactone of the southern portion with an acetaldehyde appendage on the cyclobutane of the northern sector. Closure of the providencin macrocycle from these conjoined subunits was unsuccessful.

Journal of Organic Chemistry published new progress about 57044-25-4. 57044-25-4 belongs to alcohols-buliding-blocks, auxiliary class Epoxides,Chiral,Aliphatic hydrocarbon chain,Alcohol, name is (R)-Oxiran-2-ylmethanol, and the molecular formula is C15H15OP, Application of (R)-Oxiran-2-ylmethanol.

Referemce:
https://en.wikipedia.org/wiki/Alcohol,
Alcohols – Chemistry LibreTexts

Bhunia, Susmita published the artcileCatalytic olefin epoxidation over cobalt(II)-containing mesoporous silica by molecular oxygen in dimethylformamide medium, Application In Synthesis of 57044-25-4, the publication is Catalysis Science & Technology (2014), 4(6), 1820-1828, database is CAplus.

A cobalt(II) Schiff base complex has been immobilized onto the surface of Si-MCM-41 to prepare a new catalyst. The amine group-containing organic moiety 3-aminopropyl-triethoxysilane had first been anchored on the surface of Si-MCM-41 via a silicon alkoxide route. Upon condensation with salicylaldehyde, the amine group affords a bidentate Schiff-base moiety in the mesoporous matrix, which is subsequently used for anchoring of cobalt(II) centers. The prepared catalyst has been characterized by UV-vis, IR, EPR spectroscopic and small angle X-ray diffraction (XRD) analyses, and N₂ sorption studies. The catalytic activity was tested in epoxidation reactions of olefinic compounds, including styrene and allyl alc., with mol. oxygen at atm. pressure in DMF medium in the absence of addnl. sacrificial reductant. The reactions seemed to proceed through a radical formation mechanism. The immobilized catalyst showed good activity and epoxide selectivity in the alkene epoxidation Notably, the catalyst can be recovered and reused without any loss of activity.

Catalysis Science & Technology published new progress about 57044-25-4. 57044-25-4 belongs to alcohols-buliding-blocks, auxiliary class Epoxides,Chiral,Aliphatic hydrocarbon chain,Alcohol, name is (R)-Oxiran-2-ylmethanol, and the molecular formula is C3H6O2, Application In Synthesis of 57044-25-4.

Referemce:
https://en.wikipedia.org/wiki/Alcohol,
Alcohols – Chemistry LibreTexts

Ko, Young Ok published the artcileRh(II)/Mg(O^tBu)₂-Catalyzed Tandem One-Pot Synthesis of 1,4-Oxazepines and 1,4-Oxazines from N-Sulfonyl-1,2,3-triazoles and Glycidols, Related Products of alcohols-buliding-blocks, the publication is Organic Letters (2016), 18(24), 6432-6435, database is CAplus and MEDLINE.

A novel, one-pot route for the synthesis of nonaromatic ring-fused 1,4-oxazepines and 1,4-oxazines has been developed. The reaction features a sequential rhodium(II)-catalyzed reaction of N-sulfonyl-1,2,3-triazoles with glycidols, followed by a regioselective Lewis acid Mg(O^tBu)₂-catalyzed intramol. ring-opening reaction. It has been found that the regioselectivity in the epoxide ring-opening was largely determined by the substituents on the glycidols. Thus, substituted glycidols I (R² ≠ H) afforded seven-membered oxazepine derivatives selectively, e.g. II, while unsubstituted glycidols I (R² = H) afforded six-membered oxazine derivatives, e.g. III. Plausible reaction pathways are elucidated and supported by experiments with several glycidols bearing different substituents around the epoxide functionality.

Organic Letters published new progress about 57044-25-4. 57044-25-4 belongs to alcohols-buliding-blocks, auxiliary class Epoxides,Chiral,Aliphatic hydrocarbon chain,Alcohol, name is (R)-Oxiran-2-ylmethanol, and the molecular formula is C3H6O2, Related Products of alcohols-buliding-blocks.

Referemce:
https://en.wikipedia.org/wiki/Alcohol,
Alcohols – Chemistry LibreTexts