CAS: 98819-68-2; ((2R,3R)-3-Phenyloxiran-2-yl)Methanol

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CAS号4407-36-7 3-苯基-2-丙烯-1-醇; ... | CAS号104-54-1 肉桂醇; beta-苯丙烯醇 | CAS号1285721-36-9 ((2R,4S)-4-((be... | CAS号100009-29-8 (E)-1-tert-buty... | CAS号121651-02-3 Oxiranecarboxal... | CAS号886-65-7 1,4-二苯基1,3-丁二烯 | CAS号7782-24-3 (|S|)-(+)-2-苯丙酸 | CAS号96854-34-1 (S)-1-苯基-1,3-丙二醇 | CAS号1075-04-3 erythro-1-Pheny... | CAS号114133-37-8 (S)-3-(甲基氨基)-1-苯基丙醇 | CAS号155749-26-1 [(4R,5S)-2,2-di... | CAS号121745-57-1 (2R,3R)-3-azido... | CAS号4982-08-5 1-hydroxy-3-phe...

合成工艺路线路线简述

  • 合成目标产物 (2R,3R)-3-Phenylglycidol 主要起始原料 Methanone, [(2R,4S)-2-[2-(Methylthio)Ethyl]-4-[(Phenylmethoxy)Methyl]-3-Oxazolidinyl][(2S,3R)-3-Phenyl-2-Oxiranyl]-
  • (文献来源)合成步骤主要原料 Methanone, [(2R,4S)-2-[2-(Methylthio)Ethyl]-4-[(Phenylmethoxy)Methyl]-3-Oxazolidinyl][(2S,3R)-3-Phenyl-2-Oxiranyl]-
📜肉桂醇置于d-(-)-酒石酸二乙酯,Titanium(Iv)Isopropoxide,叔丁基过氧化氢体系中,用 二氯甲烷,正己烷 作为反应溶剂,化学反应 48.67H,以64%的收率获得产物3-苯基缩水甘油
参考文献:环氧化物的金催化活化:在双环缩酮合成中的应用
标题:环氧化物的金催化活化:在双环缩酮合成中的应用
摘要:介绍了金催化从环氧化物反应生成二醇等价物及其与 C≡c 键的分子内反应反应生成双环缩酮.该反应主要涉及丙酮化物的形成,其随后在金催化条件下分子内在炔烃上环化.这种方法可以扩展到制造光学纯的双环缩酮.进行氘掺入实验以确定反应机理.
DOI:10.1002/ejoc.201001214

海关参考信息

专利信息


专利号:WO-9310076-A1
优先权日:1991-11-22
标 题 :Synthesis and optical resolution of the taxol side chain and related compounds
发明人:PETERSON JOHN R; ZJAWIONY JORDAN K; ROGERS ROBIN D
权利人:UNIV MISSISSIPPI
摘要:This invention relates to a method for the production of a substantially optically pure taxane side chain comprising the steps of synthesizing a racemic mixture of enantiomers of the taxane side chain that is capable of exhibiting conglomerate behavior and resolving the substantially optically pure enantiomers by direct crystallization methods. This invention also relates to the semisynthesis of taxanes such as taxol through coupling the substantially optically pure taxane side chain to a taxane ring nucleus.

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✅ COA系统入驻 | 共享模式

合成参考文献


摘要:Wong, O. A.; Ramirez, T. A.; Shi, Y., Science of Synthesis: Asymmetric Organocatalysis, (2012) 1, 789.
摘要:te Grotenhuis, C.; Schoonen, L.; Rutjes, F. P. J. T., Science of Synthesis: C-1 Building Blocks in Organic Synthesis, (2013) 2, 219.
摘要:te Grotenhuis, C.; Schoonen, L.; Rutjes, F. P. J. T., Science of Synthesis: C-1 Building Blocks in Organic Synthesis, (2013) 2, 227.
摘要:Xia, F.; Ye, S., Science of Synthesis: Metal-Catalyzed Cyclization Reactions, (2016) 2, 3.
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