An efficient synthesis of (2S)-2-[4-((1R, 2S)-2- hydroxycyclopentylmethyl)phenyl]propionic acid

Synlett

Volumn , Issue 6, 2000, Pages 862-864

  Mandai, Tadakatsu ^a   Yamakawa, Tomio ^b  

^a KURASHIKI UNIVERSITY OF SCIENCE AND THE ARTS   (Japan)

^b Nippon Chemiphar Co Ltd   (Japan)

Author keywords

2 arylpropionic acid derivative; Anti inflammatory agent; Asymmetric acetylation; Kinetic resolution; Lipase

Indexed keywords

2 [4 (2 HYDROXYCYCLOPENTYLMETHYL)PHENYL]PROPIONIC ACID; ANTIINFLAMMATORY AGENT; UNCLASSIFIED DRUG;

ACETYLATION; ARTICLE; CHEMICAL REACTION; DRUG SYNTHESIS; STEREOCHEMISTRY;

EID: 0034124910     PISSN: 09365214     EISSN: None     Source Type: Journal    
DOI: None     Document Type: Article

References (11)

1. (a) Sankyo Co., Ltd., Japan Patent 38906, 1977.
2. (b) Naruto, S.; Terada, A. Chem. Pharm. Bull. 1983, 31, 4286.
3. (a) Matsuda, K.; Onishi, K.; Sha, T.; Yamazaki, M.; Tanaka, Y.; Tanaka, K. Jpn. J. Inflamm. 1982, 2, 263.
4. (b) Tanaka, Y.; Nishikawa, Y.; Kanno, S.; Matsuda, K.; Yamazaki, M.; Terada, A.; Hayashi, R. Jpn. J. Inflamm. 1983, 3, 151.
5. Naruto, S.; Terada, A. Chem. Pharm. Bull 1983, 31, 4319.
6. Yamaguchi, T.; Kojima, T.; Kobayashi, K.; Endo, Y.; Misawa, Y.; Nakajima, E.; Nisaka, E.; Tanaka, E. Jpn. J. Inflamm. 1983, 3, 63.
7. The reported procedure is summarized as follows. equation presented Separation (a): Medium-pressure column chromatography (b): HPLC (c): Recrystallization
8. Tanikaga, R.; Morita, A. Tetrahedron Lett. 1998, 39, 635, and references cited therein.
9. 3, 125MHz) δ 18.4, 21.2, 21.9, 22.2, 29.5, 31.5, 38.8, 46.7, 48.6, 80.5, 125.8, 127.0, 127.5, 128.4, 129.4, 138.9, 139.6, 143.3, 170.9, 173.3.
10. 3, 125 MHz) δ 18.1, 21.4, 29.6, 33.9, 39.2, 44.9, 49.5, 78.5, 127.5, 129.1, 137.4, 140.1, 179.9.
11. 2O).