تفاعل #10470

ord-dbf07741bcdc4e359660bcd6b271e077

معادلة التفاعل

Cc1ccc(-c2nc(COC3CCCC(O)C3)c(C)o2)cc1
racemic 3-[2-(4-methylphenyl)-5-methyloxazol-4-yl-methoxy]cyclohexan-1-ol
Cc1ccc(-c2nc(CO[C@@H]3CCC[C@H](O)C3)c(C)o2)cc1
(1S,3R)-3-[2-(4-methylphenyl)-5-methyloxazol-4-ylmethoxy]cyclohexan-1-ol
المردود 52.8%

المذيبات

ظروف التفاعل

الظروف التفصيلية
See reaction.notes.procedure_details.

المعالجة

  1. 1
    ترشيحthe enzyme was filtered off
  2. 2
    تركيزthe solution concentrated under reduced pressure, crude product

الإجراء التجريبي

16.3 g of the racemic 3-[2-(4-methylphenyl)-5-methyloxazol-4-yl-methoxy]cyclohexan-1-ol were dissolved in 100 ml of vinyl acetate, admixed with 1.9 g of Chirazyme L-2, lyo., and stirred at 20–23° C. After about 30 minutes, the enzyme was filtered off and the solution concentrated under reduced pressure, crude product: 16.6 g. After chromatography on silica gel (10:1–0:1 n-heptane/ethyl acetate), 8.6 g of (1S,3R)-3-[2-(4-methylphenyl)-5-methyloxazol-4-ylmethoxy]cyclohexan-1-ol and 6.8 g of the (1R,3S)-acetate are obtained.

المصدر

DOI: 10.6084/m9.figshare.5104873.v1براءة الاختراع: US07094795B2uspto-grants-2006_08