تفاعل #10226

ord-26bcb764111141deba45aba2d82d8f7e

معادلة التفاعل

CC(C)(C)OC(=O)CC(=O)C[C@H](O)COC(=O)c1ccccc1
(5S)-6-benzoyloxy-5-hydroxy-3-oxohexanoic tert-butyl ester
O=C[C@H](O)[C@@H](O)[C@H](O)[C@H](O)CO
glucose
CCOC(C)=O
ethyl acetate
CC(C)(C)OC(=O)C[C@H](O)C[C@H](O)COC(=O)c1ccccc1
(3R,5S)-6-benzoyloxy-3,5-dihydroxyhexanoic tert-butyl ester

المذيبات

ظروف التفاعل

درجة الحرارة
27°CELSIUS
الظروف التفصيلية
See reaction.notes.procedure_details.

المعالجة

  1. 1
    workup.ADDITIONA large test tube was charged with 5 ml of Medium A
  2. 2
    أخرىThe suspension was put in a test tube
  3. 3
    أخرىequipped with a threaded stopper
  4. 4
    workup.ADDITIONwere added to the reaction mixture
  5. 5
    أخرىafter thorough mixing, the cells were centrifugally removed
  6. 6
    أخرىproduced per ml of the reaction mixture

الإجراء التجريبي

A large test tube was charged with 5 ml of Medium A described hereinbefore and, after sterilization, inoculated with one of the microorganisms indicated in Table 1 and Table 2. Aerobic shake culture was carried out at 27° C. for 2 to 3 days. From a 1.5 ml portion of the resulting culture, the cells were harvested by centrifugation and suspended in 0.5 ml of 100 mM phosphate buffer (pH 6.5) containing 0.05% of (5S)-6-benzoyloxy-5-hydroxy-3-oxohexanoic tert-butyl ester and 8% of glucose. The suspension was put in a test tube equipped with a threaded stopper and the reaction was carried out under shaking at 27° C. for 20 hours. After the reaction, 4 volumes of ethyl acetate were added to the reaction mixture and after thorough mixing, the cells were centrifugally removed. The supernatant was analyzed by high-performance liquid chromatography for the amount of (3R,5S)-6-benzoyloxy-3,5-dihydroxyhexanoic tert-butyl ester produced per ml of the reaction mixture and the diastereomer ratio (=(3R,5S)/(3S,5S) ratio). The results are shown in Table 1 and Table 2.

المصدر

DOI: 10.6084/m9.figshare.5104873.v1براءة الاختراع: US07094594B2uspto-grants-2006_08