(5S)-6-benzoyloxy-3,5-dihydroxyhexanoic tert-butyl ester

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: (5S)-6-benzoyloxy-3,5-dihydroxyhexanoic tert-butyl ester
• 英文别名: tert-butyl 3,5-dihydroxy-6-benzoyloxyhexanoate；(3R, 5S)-6-benzoyloxy-3,5-dihydroxyhexanoic acid tert-butylester；[2,4-Dihydroxy-6-[(2-methylpropan-2-yl)oxy]-6-oxohexyl] benzoate
• 化学式: C₁₇H₂₄O₆
• 分子量: 324.374
• InChiKey: AHXYUJKKWJLJCS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.7
• 重原子数：
  23
• 可旋转键数：
  10
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.53
• 拓扑面积：
  93.1
• 氢给体数：
  2
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  (S)-6-benzoyloxy-3-oxo-5-hydroxyhexanoic acid tert-butylester 在 二异丁基氢化铝 作用下， 以 四氢呋喃 、 正己烷 为溶剂， 生成 (5S)-6-benzoyloxy-3,5-dihydroxyhexanoic tert-butyl ester
  参考文献：
  名称：

  Process for the production of 3,5,6-trihydroxyhexanoic acid derivative

  摘要：

  一种化合物，其为3,5,6-三羟基己酸衍生物，化学式如下：##STR1## 其中P1和P2分别是氢原子或羟基保护基，或者一起形成一个环，R为烷基基团，通过以下步骤有效制备：将以下化学式的丁腈衍生物：##STR2## 其中P1和P2的定义与上述相同，与以下化学式的α-卤代乙酸酯：X--CH2--COOR (III) 反应，其中X为卤素原子，R的定义与上述相同，在选择自锌和锌-铜组成的金属催化剂存在下，形成以下酮酸衍生物：##STR3## 其中P1、P2和R的定义与上述相同，然后还原得到的酮酸衍生物（IV）。

  公开号：

  US04983759A1

文献信息

• Process for preparing optically active 2-[6-(hydroxy-methyl)-1,3-dioxan-4-yl] acetic acid derivatives
  申请人：Nishiyama Akira

  公开号：US20060246557A1

  公开（公告）日：2006-11-02

  The present invention is to provide a production technology by which an optically active 2-[6-(hydroxymethyl)-1,3-dioxan-4-yl]acetic acid derivative, which are of value as pharmaceutical intermediates, can be produced from inexpensive and readily available starting materials without using any extraordinary equipment such as an ultra-low-temperature reactor. The present invention is a production process of an optically active 2-[6-(hydroxymethyl)-1,3-dioxan-4-yl]acetic acid derivative which comprises reacting an enolate, prepared by permitting a base or a 0-valent metal to act on an acetic acid ester derivative with (S)-β-hydroxy-γ-butyrolactone at a temperature not lower than −30° C. to give a dihydroxyoxohexanoic acid derivative, treating the same with an acylating agent in the presence of a base to produce a dihydroxyoxohexanoic acid monoacyl derivative, reducing this compound with a microorganism to produce a trihydroxyhexanoic acid monoacyl derivative, treating this compound with an acetal-forming reagent in the presence of an acid catalyst to produce an acyloxy-methyldioxanylacetic acid derivative, and finally, subjecting this compound to solvolysis in the presence of a base.

  本发明旨在提供一种生产技术，通过该技术可以从廉价且易得的起始材料中生产出具有药物中间体价值的光学活性2-[6-(羟甲基)-1,3-二氧杂环戊-4-基]乙酸衍生物，而无需使用任何特殊设备，如超低温反应器。本发明是一种光学活性2-[6-(羟甲基)-1,3-二氧杂环戊-4-基]乙酸衍生物的生产过程，包括将碱或0价金属作用于乙酸酯衍生物，制备出烯醇负离子，然后在不低于-30℃的温度下将其与(S)-β-羟基-γ-丁内酯反应，得到二羟基氧代己酸衍生物，再在碱的存在下用酰化剂处理，得到二羟基氧代己酸单酰衍生物，然后用微生物还原该化合物，得到三羟基己酸单酰衍生物，再在酸催化剂的存在下，用缩醛试剂处理该化合物，得到酰氧基甲基二氧杂环戊基乙酸衍生物，最后，在碱的存在下进行溶剂解离。
• Novel Carbonyl Reductase, Gene Therefor and Use Thereof
  申请人：Kizaki Noriyuki

  公开号：US20090029430A1

  公开（公告）日：2009-01-29

  The present invention is to provide a process for efficiently producing an optically active alcohol including (R)-3-hydroxy-3-phenylpropanenitrile. One of the features of the present invention is a polypeptide having an activity of asymmetrically reducing 3-oxo-3-phenylpropanenitrile isolated from a microorganism belonging to the genus Candida to produce (R)-3-hydroxy-3-phenylpropanenitrile, DNA encoding the polypeptide and a transformant of producing the polypeptide. Another feature of the present invention is a process for producing an optically active alcohol such as (R)-3-hydroxy-3-phenylpropanenitrile by reducing a carbonyl compound such as 3-oxo-3-phenylpropanenitrile by use of the polypeptide or the transformant.

  本发明提供了一种高效生产光学活性醇的方法，包括(R)-3-羟基-3-苯基丙腈。本发明的一个特点是从属于候选属微生物中分离出具有不对称还原3-氧代-3-苯基丙腈活性的多肽，用于生产(R)-3-羟基-3-苯基丙腈，以及编码该多肽的DNA和生产该多肽的转化菌株。本发明的另一个特点是通过使用该多肽或转化菌株还原羰基化合物如3-氧代-3-苯基丙腈来生产(R)-3-羟基-3-苯基丙腈等光学活性醇的方法。
• NOVEL CARBONYL REDUCTASE, GENE THEREFOR AND USE THEREOF
  申请人：KIZAKI Noriyuki

  公开号：US20130149769A1

  公开（公告）日：2013-06-13

  The present invention is to provide a process for efficiently producing an optically active alcohol including (R)-3-hydroxy-3-phenylpropanenitrile. One of the features of the present invention is a polypeptide having an activity of asymmetrically reducing 3-oxo-3-phenylpropanenitrile isolated from a microorganism belonging to the genus Candida to product (R)-3-hydroxy-3-phenylpropanenitrile, DNA encoding the polypeptide and a transformant of producing the polypeptide. Another feature of the present invention is a process for producing an optically active alcohol such as (R)-3-hydroxy-3-phenylpropanenitrile by reducing a carbonyl compound such as 3-oxo-3-phenylpropanenitrile by use of the polypeptide or the transformant.

  本发明旨在提供一种高效生产包括(R)-3-羟基-3-苯基丙腈的光学活性醇的过程。本发明的特点之一是从属于Candida属微生物中分离出具有不对称还原3-氧代-3-苯基丙腈活性的多肽，该多肽可产生(R)-3-羟基-3-苯基丙腈，编码该多肽的DNA以及产生该多肽的转化体。本发明的另一个特点是通过使用该多肽或转化体还原3-氧代-3-苯基丙腈等羰基化合物来生产光学活性醇，例如(R)-3-羟基-3-苯基丙腈。
• PROCESS FOR PREPARING OPTICALLY ACTIVE 2- 6-(HYDROXY-METHYL)-1,3-DIOXAN-4-YL|ACETIC ACID DERIVATIVES
  申请人：KANEKA CORPORATION

  公开号：EP1288213B1

  公开（公告）日：2006-11-29
• US4983759A
  申请人：——

  公开号：US4983759A

  公开（公告）日：1991-01-08