Category: 57044-25-4

Gerard, Baudouin published the artcileSynthesis of Stereochemically and Skeletally Diverse Fused Ring Systems from Functionalized C-Glycosides, Category: alcohols-buliding-blocks, the publication is Journal of Organic Chemistry (2013), 78(11), 5160-5171, database is CAplus and MEDLINE.

A diversity-oriented synthesis (DOS) strategy was developed for the synthesis of stereochem. diverse fused-ring systems containing a pyran moiety. Each scaffold contains an amine and Me ester for further diversification via amine capping and amide coupling. Scaffold diversity was evaluated in comparison to previously prepared scaffolds by a shape-based principal moments of inertia (PMI) anal.

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 C3H6O2, Category: alcohols-buliding-blocks.

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

Bolli, Martin H. published the artcileNovel S1P₁ receptor agonists – Part 5: From amino-to alkoxy-pyridines, Related Products of alcohols-buliding-blocks, the publication is European Journal of Medicinal Chemistry (2016), 326-341, database is CAplus and MEDLINE.

In a previous communication we reported on the discovery of aminopyridine 1 as a potent, selective and orally active S1P₁ receptor agonist. More detailed studies revealed that this compound is phototoxic in vitro. As a result of efforts aiming at eliminating this undesired property, a series of alkoxy substituted pyridine derivatives was discovered. The photo irritancy factor (PIF) of these alkoxy pyridines was significantly lower than the one of aminopyridine 1 and most compounds were not phototoxic. Focused SAR studies showed, that 2-, 3-, and 4-pyridine derivatives delivered highly potent S1P₁ receptor agonists. While the 2-pyridines were clearly more selective against S1PR₃, the corresponding 3- or 4-pyridine analogs showed significantly longer oral half-lives and as a consequence longer pharmacol. duration of action after oral administration. One of the best compounds, cyclopentoxy-pyridine 45b lacked phototoxicity, showed EC₅₀ values of 0.7 and 140 nM on S1PR₁ and S1PR₃, resp., and maximally reduced the blood lymphocyte count for at least 24 h after oral administration of 10 mg/kg to Wistar rats.

European Journal of Medicinal 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, Related Products of alcohols-buliding-blocks.

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

Hansen, Hanne D. published the artcileSynthesis, radiolabeling and in vivo evaluation of [¹¹C](R)-1-[4-[2-(4-methoxyphenyl)phenyl]piperazin-1-yl]-3-(2-pyrazinyloxy)-2-propanol, a potential PET radioligand for the 5-HT₇ receptor, Category: alcohols-buliding-blocks, the publication is European Journal of Medicinal Chemistry (2014), 152-163, database is CAplus and MEDLINE.

In the search for a novel serotonin 7 (5-HT₇) receptor PET radioligand we synthesized and evaluated a new series of biphenylpiperazine derivatives in vitro. Among the studied compounds, (R)-1-[4-[2-(4-methoxyphenyl)phenyl]piperazin-1-yl]-3-(2-pyrazinyloxy)-2-propanol, showed the best combination of affinity, selectivity, and lipophilicity, and was thus chosen for carbon-11 labeling and evaluation in pigs. After i.v. injection, compound I entered the pig brain and displayed reversible tracer kinetics. Pretreatment with the 5-HT₇ receptor selective antagonist SB-269970 resulted in limited decrease in the binding of I, suggesting that this radioligand is not optimal for imaging the brain 5-HT₇ receptor in vivo but it may serve as a lead compound for the design of novel 5-HT₇ receptor PET radioligands.

European Journal of Medicinal 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, Category: alcohols-buliding-blocks.

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

Gerard, Baudouin published the artcileSynthesis of Stereochemically and Skeletally Diverse Fused Ring Systems from Functionalized C-Glycosides, Category: alcohols-buliding-blocks, the publication is Journal of Organic Chemistry (2013), 78(11), 5160-5171, database is CAplus and MEDLINE.

A diversity-oriented synthesis (DOS) strategy was developed for the synthesis of stereochem. diverse fused-ring systems containing a pyran moiety. Each scaffold contains an amine and Me ester for further diversification via amine capping and amide coupling. Scaffold diversity was evaluated in comparison to previously prepared scaffolds by a shape-based principal moments of inertia (PMI) anal.

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 C3H6O2, Category: alcohols-buliding-blocks.

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

Bolli, Martin H. published the artcileNovel S1P₁ receptor agonists – Part 5: From amino-to alkoxy-pyridines, Related Products of alcohols-buliding-blocks, the publication is European Journal of Medicinal Chemistry (2016), 326-341, database is CAplus and MEDLINE.

In a previous communication we reported on the discovery of aminopyridine 1 as a potent, selective and orally active S1P₁ receptor agonist. More detailed studies revealed that this compound is phototoxic in vitro. As a result of efforts aiming at eliminating this undesired property, a series of alkoxy substituted pyridine derivatives was discovered. The photo irritancy factor (PIF) of these alkoxy pyridines was significantly lower than the one of aminopyridine 1 and most compounds were not phototoxic. Focused SAR studies showed, that 2-, 3-, and 4-pyridine derivatives delivered highly potent S1P₁ receptor agonists. While the 2-pyridines were clearly more selective against S1PR₃, the corresponding 3- or 4-pyridine analogs showed significantly longer oral half-lives and as a consequence longer pharmacol. duration of action after oral administration. One of the best compounds, cyclopentoxy-pyridine 45b lacked phototoxicity, showed EC₅₀ values of 0.7 and 140 nM on S1PR₁ and S1PR₃, resp., and maximally reduced the blood lymphocyte count for at least 24 h after oral administration of 10 mg/kg to Wistar rats.

European Journal of Medicinal 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, Related Products of alcohols-buliding-blocks.

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

Hansen, Hanne D. published the artcileSynthesis, radiolabeling and in vivo evaluation of [¹¹C](R)-1-[4-[2-(4-methoxyphenyl)phenyl]piperazin-1-yl]-3-(2-pyrazinyloxy)-2-propanol, a potential PET radioligand for the 5-HT₇ receptor, Category: alcohols-buliding-blocks, the publication is European Journal of Medicinal Chemistry (2014), 152-163, database is CAplus and MEDLINE.

In the search for a novel serotonin 7 (5-HT₇) receptor PET radioligand we synthesized and evaluated a new series of biphenylpiperazine derivatives in vitro. Among the studied compounds, (R)-1-[4-[2-(4-methoxyphenyl)phenyl]piperazin-1-yl]-3-(2-pyrazinyloxy)-2-propanol, showed the best combination of affinity, selectivity, and lipophilicity, and was thus chosen for carbon-11 labeling and evaluation in pigs. After i.v. injection, compound I entered the pig brain and displayed reversible tracer kinetics. Pretreatment with the 5-HT₇ receptor selective antagonist SB-269970 resulted in limited decrease in the binding of I, suggesting that this radioligand is not optimal for imaging the brain 5-HT₇ receptor in vivo but it may serve as a lead compound for the design of novel 5-HT₇ receptor PET radioligands.

European Journal of Medicinal 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, Category: alcohols-buliding-blocks.

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

Bold, Christian P. published the artcileStudies toward the Synthesis of an Oxazole-Based Analog of (-)-Zampanolide, Related Products of alcohols-buliding-blocks, the publication is Organic Letters (2021), 23(6), 2238-2242, database is CAplus and MEDLINE.

Studies are described toward the synthesis of an oxazole-based analog I of (-)-zampanolide. Construction of (-)-dactylolide analog 22 was achieved via alc. II and acid III through esterification and Horner-Wadsworth-Emmons (HWE)-based macrocyclization; however, attempts to attach (Z,E)-sorbamide to I proved unsuccessful. The C(8)-C(9) double bond of the macrocycle was prone to migration into conjugation with the oxazole ring, which may generally limit the usefulness of zampanolide analogs with aromatic moieties as tetrahydropyran replacements.

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

Gajare, Vikas S. published the artcileDiversity oriented concise asymmetric synthesis of azasugars: a facile access to L-2,3-trans-3,4-cis-dihydroxyproline and (3S,5S)-3,4,5-trihydroxypiperidine, Name: (R)-Oxiran-2-ylmethanol, the publication is Tetrahedron Letters (2015), 56(48), 6659-6663, database is CAplus.

Diversity oriented concise asym. syntheses of L-2,3-trans-3,4-cis-dihydroxyproline and (3S,5S)-3,4,5-trihydroxypiperidine have been developed from (R)-glycidol. The key step of the synthesis is Sharpless asym. dihydroxylation on enantiomerically pure TBDMS protected allylic alc. I which generates the triol intermediate II in excellent de. The (2R,3R,4S)-2,3-dihydroxypentanoate derivative II was subsequently converted to natural pyrrolidine azasugar L-2,3-trans-3,4-cis-dihydroxyproline and non-natural piperidine azasugar III under cascade reaction conditions in good yields.

Tetrahedron 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, Name: (R)-Oxiran-2-ylmethanol.

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

Gajare, Vikas S. published the artcileA concise stereoselective synthesis of (+)-1-deoxy-6-epi-castanospermine, SDS of cas: 57044-25-4, the publication is Tetrahedron Letters (2016), 57(13), 1486-1488, database is CAplus.

A concise stereoselective synthesis of (+)-1-deoxy-6-epi-castanospermine has been developed through stereoselective approach from the chiral precursor R-glycidol. The key steps in the synthesis involve Grignard reaction through Weinreb amide, followed by Sharpless dihydroxylation and stereoselective reduction of imine assigned the required stereochem. feature of indolizidine azasugar (+)-1-deoxy-6-epi-castanospermine.

Tetrahedron 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, SDS of cas: 57044-25-4.

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

Matsuda, Yutaka published the artcileSynthetic studies on polymaxenolides: model studies for constructing dihydropyran portion and synthesis of lower portion, HPLC of Formula: 57044-25-4, the publication is Tetrahedron (2014), 70(6), 1154-1168, database is CAplus.

With a goal of the total synthesis of polymaxenolide, the first hybrid marine natural product, the model studies for constructing the dihydropyran portion based on the originally proposed biosynthesis (C-C bond formation followed by dehydrative cyclization) and the synthesis of the lower portion (the C1-C3, C7-C17 portion) based on an iodide-induced Morita-Baylis-Hillman type reaction (a three-component assembly) followed by Suzuki-Miyaura cross-coupling are described.

Tetrahedron 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, HPLC of Formula: 57044-25-4.

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