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HRID 10130作成日:2026年10月24日

Ethyl Acetate → (3R,5S)-6-benzoyloxy-3,5-dihydroxyhexanoic tert-butyl ester

https://huagongshe.com/ja/reaction/10130

反応式

関与物質

役割名称HCID仕込み量
反応物Ethyl AcetateHCID 8857—
反応物(2R,3S,4R,5R)-2,3,4,5,6-pentahydroxyhexanalHCID 107526—
反応物(S)-6-benzoyloxy-3-oxo-5-hydroxyhexanoic acid tert-butylesterHCID 15099849—
溶媒PhosphateHCID 1061—
生成物(3R,5S)-6-benzoyloxy-3,5-dihydroxyhexanoic tert-butyl esterHCID 11484150—

反応条件

温度27 °C

反応手順

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.

情報源と証拠

DOI10.6084/m9.figshare.5104873.v1
特許番号US07094594B2
出典データセットuspto-grants-2006_08
ORD IDord-26bcb764111141deba45aba2d82d8f7e
出典メモuspto-grants-2006_08