Synthesis of (R)-(-)-muscone via enzymatic resolution of 3- methylcyclopentadecan-1-ol

Chemical and Pharmaceutical Bulletin

Volumn 46, Issue 9, 1998, Pages 1484-1485

  Matsumura, Yasufumi ^a   Fukawa, Hidemichi ^a   Terao, Yoshiyasu ^b  

^a Toyotama Koryo Co   (Japan)

^b UNIVERSITY OF SHIZUOKA   (Japan)

Author keywords

Isopropenyl acetate; Lipase; Muscone; Resolution; Transesterification

Indexed keywords

3 METHYLCYCLOPENTADECAN 1 OL; MUSCONE; PERFUME; TRIACYLGLYCEROL LIPASE; UNCLASSIFIED DRUG;

ARTICLE; CATALYSIS; DIASTEREOISOMER; ESTERIFICATION; GAS LIQUID CHROMATOGRAPHY; OXIDATION; SYNTHESIS;

EID: 0031660708     PISSN: 00092363     EISSN: None     Source Type: Journal    
DOI: 10.1248/cpb.46.1484     Document Type: Article

References (15)

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6. For recent reviews on enzymatic reaction, see: Boland W., Frossi C., Lorenz M., Synthesis, 1991, 1049-1072; Murata M., Ebiike H., Achiwa K., Yuki Gosei Kagaku Kyoukai Shi, 49, 1127-1141 (1991); Klibanov A. M., Acc. Chem. Res., 23, 114-120(1990).
7. For recent reviews on enzymatic reaction, see: Boland W., Frossi C., Lorenz M., Synthesis, 1991, 1049-1072; Murata M., Ebiike H., Achiwa K., Yuki Gosei Kagaku Kyoukai Shi, 49, 1127-1141 (1991); Klibanov A. M., Acc. Chem. Res., 23, 114-120(1990).
8. For recent reviews on enzymatic reaction, see: Boland W., Frossi C., Lorenz M., Synthesis, 1991, 1049-1072; Murata M., Ebiike H., Achiwa K., Yuki Gosei Kagaku Kyoukai Shi, 49, 1127-1141 (1991); Klibanov A. M., Acc. Chem. Res., 23, 114-120(1990).
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11. The ratios of diastereomers, in 2, 3, and (3S)-2 were estimated to be 29: 71 by GLC analysis, although it is unknown which isomer, syn or anti, is greater in amount.
12. 3, 125MHz) δ: 20.6, 21.1, 21.4, 22.8, 23.6, 24.1, 25.2, 26.4, 26.5, 26.60, 26.64, 26.69, 26.7, 26.8, 27.0, 27.1, 27.3, 28.5, 28.6, 31.8, 32.8, 34.4, 35.5, 39.9, 41.2, 72.5, 73.0, 170.66, 170.69.
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14. 3, 125 MHz) δ: 20.3, 20.9, 23.8, 24.7, 24.8, 25.0, 26.02, 26.06, 26.09, 26.24, 26.25, 26.28, 26.59, 26.65, 26.69, 27.0, 27.3, 28.0, 29.2, 29.3, 30.4, 35.3, 35.7, 36.8, 37.7, 44.9, 116.4, 123.6, 128.8, 128.9, 129.9, 130.0, 137.5, 145.2, 154.3, 161.99, 162.04.
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