Process for producing optically active theaspirane

Details Process for producing optically active theaspirane Process for producing optically active theaspirane

2011-06-21

2011-06-21

Solola, Taofiq A (Department: 1625)

Drug, bio-affecting and body treating compositions

Designated organic active ingredient containing

Having -c-, wherein x is chalcogen, bonded directly to...

C549S345000

Reexamination Certificate

active

07964637

ABSTRACT:
A simplified production method of stereoisomer of theaspiran having high optical purity has been desired. An alcohol compound having a specific skeleton is enantioselectively esterified with an enzyme, or an ester compound having a specific skeleton is enantioselectively hydrolyzed with an enzyme. The resultant optically active ester or optically active alcohol is used. Thus, optically active theaspiran having a desired configuration and having a high optical purity is obtained in a satisfactory yield.

REFERENCES:
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patent: 60-1119 (1985-01-01), None
H. Masuda et al., “A Short-Step Synthesis of Theaspirane”, Agric. Biol. Chem., 49(3), pp. 861-862 (1985).
Schmidt et al., Journal of Agricultural and Food Chemistry, 40(7):1188-1191 (1992).
Winterhalter et al., Journal of Agricultural and Food Chemistry, 36(3):560-562 (1988).
Full et al., MDGC-MS: A Powerful Tool for Enantioselective Flavor Analysis, HRC, 16(11):642-644 (1993).
Boulin et al., Tetrahedron, 56(24):3927-3932 (2000).
Yaguchi et al., “CHIRAROMA” analysis (2): Passionfruit no Tokucho Koki Seibun, Dai 49 Kai Koryo Terpene Oyobi Seiyu Kagaku ni Kansuru Toronkai Koen Yoshishu, Nov. 1, 2005, pp. 45-46.

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