Enzymatic approaches to the preparation of chiral epichlorohydrin

Jin Huo-Xi; OuYang Xiao-Kun

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Enzymatic approaches to the preparation of chiral epichlorohydrin

机译：酶法制备手性环氧氯丙烷

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Enantiomerically pure epichlorohydrin is a key chiral synthon in the preparation of 4-chloro-3-hydroxybutyrate, pheromones, L-carnitine, and beta-adrenergic blockers. Various methods are known for obtaining the enantiomerically pure epoxides, including chemical and enzymatic approaches, but a clear understanding of the synthesis process in case of chiral epichlorohydrin is unavailable. This review gives an overview of the enzymatic approaches for preparation of the chiral epichlorohydrin, highlighting the synthetic routes using haloalcohol dehalogenase and epoxide hydrolase as biocatalysts.

机译：对映体纯的环氧氯丙烷是制备4-氯-3-羟基丁酸酯，信息素，L-肉碱和β-肾上腺素能阻滞剂的关键手性合成子。用于获得对映体纯的环氧化物的多种方法是已知的，包括化学和酶促方法，但是在手性表氯醇的情况下，对合成过程没有清楚的了解。这篇综述概述了制备手性表氯醇的酶促方法，重点介绍了使用卤代醇脱卤素酶和环氧化物水解酶作为生物催化剂的合成途径。

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《RSC Advances》 |2015年第113期|共7页
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Jin Huo-Xi; OuYang Xiao-Kun;
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正文语种 eng
中图分类化学;
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1. Enzymatic approaches to the preparation of chiral epichlorohydrin [J] . Jin Huo-Xi, OuYang Xiao-Kun RSC Advances . 2015,第113期

机译：酶法制备手性环氧氯丙烷
2. Preparation of a chiral synthon for an HBV inhibitor: enzymatic asymmetric hydrolysis of (1 alpha,2 beta,3 alpha)-2-(benzyloxymethyl)cyclopent-4-ene-1,3-diol diacetate and enzymatic asymmetric acetylation of (1 alpha,2 beta,3 alpha)2-(benzyloxymethyl [J] . Patel RN, Banerjee A, Pendri YR, Tetrahedron, Asymmetry: The International Journal for Repid Publication on all Aspects of Asymmetry in Orgainc, Inorganic, Organometallic, Physical and Bio-Organic Chemistry . 2006,第2期

机译：用于HBV抑制剂的手性合成子的制备：（1 alpha，2 beta，3 alpha）-2-（苄氧基甲基）环戊-4-烯-1,3-二醇二乙酸酯的酶促不对称水解和（1 alpha的酶促不对称乙酰化，2 beta，3 alpha）2-（苄氧基甲基
3. New Approaches to the Analysis of Enzymatically Hydrolyzed Methyl Cellulose.Part 2.Comparison of Various Enzyme Preparations [J] . Claes Melander, Roland Adden, Gunnar Brinkmalm, Biomacromolecules . 2006,第5期

机译：酶水解甲基纤维素分析的新方法。第二部分各种酶制剂的比较
4. Determination of enzymatic enantioselective resolution of racemic epichlorohydrin by GC [C] . Ling Xiu-Quan, Lu Ding-Qiang, Wang Jun, International Symposium on Medical and Pharmaceutical Biotechnology(医药生物技术国际研讨会) . 2009

机译：气相色谱法测定外消旋环氧氯丙烷的酶促对映选择性
5. Part I. Asymmetric synthesis of bicyclic analogues of risedronate as molecular probes of the mechanism of action of bisphosphonate antiosteoporotic drugs and potentially more efficacious antiosteoporotic agents. Part II. Facile preparation and functionalization of chiral stabilized ylides from common chiral auxiliaries using the Bestmann ylide and their use in Wittig reactions. Part III. Asymmetric organocatalysis: 1. An investigation of alpha-hydroxylation of aldehydes; 2. Synthesis of a novel camphor-based alpha-aminotetrazole organocatalyst. [D] . Song, Xinyi. 2007

机译：第一部分：利塞膦酸盐双环类似物的不对称合成，作为双膦酸盐类抗骨质疏松药和潜在更有效的抗骨质疏松药作用机理的分子探针。第二部分使用Bestmann内酯从常见手性助剂轻松制备和官能化手性稳定化的叶基及其在Wittig反应中的用途。第三部分不对称有机催化：1.醛的α-羟基化研究； 2.合成新的基于樟脑的α-氨基四唑有机催化剂。
6. Preparation of Two New Diasteromeric Chiral Stationary Phases Based on (+)-(18-Crown-6)-231112-tetracarboxylic Acid and (R)- or (S)-1-(1-Naphthyl)ethylamine and Chiral Tethering Group Effect on the Chiral Recognition [O] . Rajalingam Agneeswari, Ji Yeong Sung, Eun Sol Jo, 2016

机译：基于（+）-（18-Crown-6）-231112-四羧酸和（R）-或（S）-1-（1-萘基）乙胺的两个新的非对映异构手性固定相的制备和手性束缚基团对手性识别的影响
7. Enzymatic approaches for the preparation of optically active non-centrochiral compounds [O] . Skrobo, Benedikt, Rolfes, Julian D., Deska, Jan 2018

机译：酶促方法制备旋光性非中心手性化合物

Enzymatic approaches to the preparation of chiral epichlorohydrin

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