6-Chloro-1-methylsulfonyl-2,3-dihydroquinolin-4-one | 103604-90-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 喹啉及其衍生物
• 英文名称: 6-Chloro-1-methylsulfonyl-2,3-dihydroquinolin-4-one
• CAS: 103604-90-6
• 化学式: C₁₀H₁₀ClNO₃S
• 分子量: 259.713
• InChiKey: AVUAOVXFPWLDHK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.2
• 重原子数：
  16
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.3
• 拓扑面积：
  62.8
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  6-Chloro-1-methylsulfonyl-2,3-dihydroquinolin-4-one 在 Almag CRED A₂₈₁ 、 NADP 、 glucose dehydrogenase 作用下， 以 水 、 二甲基亚砜 为溶剂， 以62%的产率得到(S)-6-chloro-1-(methylsulfonyl)-1,2,3,4-tetrahydroquinolin-4-ol
  参考文献：
  名称：

  Preparative access to medicinal chemistry related chiral alcohols using carbonyl reductase technology

  摘要：

  Libraries of highly enantioenriched secondary alcohols in both enantiomeric forms were synthesised by enzymatic reduction of their parent ketones using selectAZyme (TM) carbonyl reductase (CRED) technology. Commercially available CREDs were able to reduce a range of substrate classes efficiently and with very high enantioselectivity. Matching substrate classes to small subsets of CREDs enabled the fast development of preparative bioreductions and the rapid generation of 100-1500 mg samples of chiral alcohols in typically >95% ee and the majority in >= 99.0% ee. The conditions for small scale synthesis were then scaled up to 0.5 kg to deliver one of the chiral alcohols, (S)-1-(4-bromophenyl)-2-chloroethanol, in 99.8% ee and 91% isolated yield. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2013.09.015

文献信息

• Benzene-fused heterocyclic compound
  申请人：FUJISAWA PHARMACEUTICAL CO., LTD.

  公开号：EP0180352B1

  公开（公告）日：1993-05-26
• US4675324A
  申请人：——

  公开号：US4675324A

  公开（公告）日：1987-06-23
• US4767780A
  申请人：——

  公开号：US4767780A

  公开（公告）日：1988-08-30