(S)-(4-chlorophenyl)(phenyl)methyl acetate | 807632-87-7

• 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: (S)-(4-chlorophenyl)(phenyl)methyl acetate
• 英文别名: [(S)-(4-chlorophenyl)-phenylmethyl] acetate
• CAS: 807632-87-7
• 化学式: C₁₅H₁₃ClO₂
• 分子量: 260.72
• InChiKey: FLBMKFDKDSWBQG-HNNXBMFYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.9
• 重原子数：
  18
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.13
• 拓扑面积：
  26.3
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  4-氯二苯甲酮 在 sodium tetrahydroborate 、 Candida antarctica lipase B W₁₀₄A 作用下， 以 乙醇 、 甲苯 为溶剂， 反应 24.0h， 生成 (S)-(4-chlorophenyl)(phenyl)methyl acetate 、 (R)-(p-chlorophenyl)phenylmethyl acetate
  参考文献：
  名称：

  Kinetic resolution of diarylmethanols using a mutated variant of lipase CALB

  摘要：

  An enzymatic kinetic resolution of diarylmethanols via acylation has been developed. This was achieved by the use of a mutated variant of CALB that accepts larger substrates compared to the wild type. By the use of diarylmethanols with two differently sized aryl groups, enantioselective transformations were achieved. A larger size-difference led to a higher enantioselectivity. In addition, substrates with electronically different aryl groups, such as phenyl and pyridyl, also gave an enantioselective reaction. The highest E value was observed with a substrate where steric and electronic effects were combined. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2012.06.040

文献信息

• 신규한 Ｌ-클로페라스틴의 중간체 및 그 제조 방법
  申请人：BNPharm Co, Ltd 주식회사 비앤팜(120130102423) Corp. No ▼ 160111-0319627BRN ▼314-86-34174

  公开号：KR101510637B1

  公开（公告）日：2015-04-10

  본 발명은 약학적으로 유용한 에난티오머인 L-클로페라스틴(cloperastine)의 신규한 중간체 및 그 제조 방법에 관한 것으로, 보다 상세하게는 하기 화학식 1의 구조를 갖는 L-클로페라스틴의 중간체와 효소를 이용한 입체 선택적 제조방법에 관한 것이다. 화학식 1 , 이때, R은 C1~C3의 알킬기이다.

  该专利涉及一种药用价值高的L-克洛佩拉斯汀（cloperastine）的新型中间体及其制备方法，更详细地说，涉及具有以下化学结构1的L-克洛佩拉斯汀中间体以及利用酶进行立体选择性合成的方法。化学结构1中，R代表C1~C3的烷基基团。
• A novel lipase enzyme panel exhibiting superior activity and selectivity over lipase B from Candida antarctica for the kinetic resolution of secondary alcohols
  作者：Maeve O’Neill、Denis Beecher、David Mangan、Andrew S. Rowan、Agnieszka Monte、Stefan Sroka、Jan Modregger、Bhupinder Hundle、Thomas S. Moody

  DOI：10.1016/j.tetasy.2012.03.013

  日期：2012.4

  A novel, commercially available lipase enzyme panel performing kinetic bioresolutions of a number of secondary alcohols is reported. The secondary alcohols that have been chosen are known from the literature to be particularly challenging substrates to resolve. Following initial screening, four co-solvents were investigated for each lead enzyme in an effort to assess their tolerance to common organic solvents. The superiority of these novel enzymes over lipase B from Candida antarctica (CALB) has been demonstrated. (C) 2012 Elsevier Ltd. All rights reserved.