(-)-R-2-(6-methoxy-2-naphthyl)propionic chloroethyl ester | 124649-62-3

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: (-)-R-2-(6-methoxy-2-naphthyl)propionic chloroethyl ester
• 英文别名: 2-chloroethyl (2R)-2-(6-methoxynaphthalen-2-yl)propanoate
• CAS: 124649-62-3
• 化学式: C₁₆H₁₇ClO₃
• 分子量: 292.762
• InChiKey: ANNICEBJYKXNBN-LLVKDONJSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.7
• 重原子数：
  20
• 可旋转键数：
  6
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.31
• 拓扑面积：
  35.5
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  (+/-)2-(6-methoxy-2-naphthyl)propionic chloroethyl ester 生成 (-)-R-2-(6-methoxy-2-naphthyl)propionic chloroethyl ester
  参考文献：
  名称：

  GU, Q. -M.;CHEN, C. -S.;SIH, C. J., TETRAHEDRON LETT., 1986, 27, N 16, 1763-1766

  摘要：

  DOI：

文献信息

• A facile enzymatic resolution process for the preparation of (+)--2-(6-hethoxy-2-naphthyl)propionic acid (Naproxen).
  作者：Qu-Ming Gu、Ching-Shin Chen、C.J Sih

  DOI：10.1016/s0040-4039(00)84368-3

  日期：1986.1

  (+)--2-(6-Methoxy-2-naphthyl)propionic acid () has been prepared via enzymatic enantlospecific hydrolysis of(±)-chloroethyl-2-(6-methoxy-2-naphthyl) propionate (), catalyzed by the lipase of Candida cylindracea.

  （+）-- 2-（6-甲氧基-2-萘基）丙酸（）是通过（±）-氯乙基-2-（6-甲氧基-2-萘基）丙酸酯（）的酶促对映体特异性水解制备的由念珠菌（Candida cylindracea）的脂肪酶产生。
• Process for preparing (S)-alpha-methylarylacetic acids
  申请人：WISCONSIN ALUMNI RESEARCH FOUNDATION

  公开号：EP0227078A1

  公开（公告）日：1987-07-01

  The invention relates to a process for preparing (S)-alpha-methylarylacetic acids from mixtures, such as racemic mixtures, of (R)-and (S)-alpha-methylarylacetic acid esters by enantiospecific hydrolysis using extracellular lipases of microbial origin (EC 3.1.1.3). Preferably S-2-(6-methoxy-2-naphthyl)-alpha-methylacetic acid is prepared (S-Naproxen).

  该发明涉及一种从混合物中制备（S）-α-甲基芳基乙酸的过程，例如光学异构体混合物，通过使用微生物来源的胞外脂肪酶（EC 3.1.1.3）进行对映选择性水解。最好制备S-2-（6-甲氧基-2-萘基）-α-甲基乙酸（S-Naproxen）。
• Enzymatic resolution of naproxen
  作者：Surrinder Koul、Rajinder Parshad、Subhash C. Taneja、Ghulam N. Qazi

  DOI：10.1016/s0957-4166(03)00492-0

  日期：2003.8

  Trichosporon sp. (TSL), a newly found strain isolated from a locally fermented cottage cheese has been found to be highly stereoselective in the resolution of (S)-(+)-naproxen (ee >99%, Esimilar to500) from the corresponding racemic methyl ester. The process of resolution using whole cells has been scaled up to multi-kg level. Optimization of experimental conditions including downstream processing at 80-100 g/L substrate concentration with >90% recovery has been achieved. Changes in the physical parameters such as the particle size of the substrate play an important role in the resolution kinetics. A new strain of Trichosporon sp. having high cell density in cultivation (>60 g dry cell mass L-1 in 14-16 h) is found to be sufficiently stable for two years in dry powder form at 5-8degreesC. The viability of the resolution process has been further improved by the development of a simple racemization process for the enriched (R)-(-)-ester. (C) 2003 Elsevier Ltd. All rights reserved.
• US5322791A
  申请人：——

  公开号：US5322791A

  公开（公告）日：1994-06-21
• US5587318A
  申请人：——

  公开号：US5587318A

  公开（公告）日：1996-12-24