6-O-acetylglucal → 3-O-methoxyacetyl-6-O-acetylglucal

HRID 1440003노트

반응식

HRID 1440003 반응식
[C:1]([O:4][CH2:5][C@H:6]1[O:11][CH:10]=[CH:9][C@@H:8]([OH:12])[C@@H:7]1[OH:13])(=[O:3])[CH3:2].[CH3:14][O:15][CH2:16][C:17](OC=C)=[O:18]>C(COC)OC>[CH3:14][O:15][CH2:16][C:17]([O:12][C@H:8]1[C@H:7]([OH:13])[C@@H:6]([CH2:5][O:4][C:1](=[O:3])[CH3:2])[O:11][CH:10]=[CH:9]1)=[O:18]

참가 물질

4

반응물 2

HCID 100476776-O-acetylglucalHCID 14541961Vinyl methoxyacetate

생성물 1

HCID 145419643-O-methoxyacetyl-6-O-acetylglucal수율 93.8%

시약·촉매·용매 1

HCID 80711,2-Dimethoxyethane용매

실험 절차

325 mg (1.73 mmol) of 6-O-acetylglucal are dissolved in 1 ml of dimethoxyethane, 1 ml of vinyl methoxyacetate and 325 mg of lipase Fp (Pseudomonas fluorescens, Amano) are added, and the mixture is stirred at room tempera-tufa for 51/2hours. Filtering off the enzyme and flash chromatography on silica gel (ethyl acetate/hexane 1:2) result in 422 mg (1.62 mmol, 93.8% yield) of the desired 3-O-methoxyacetyl-6-O-acetylglucal.

후처리

  1. filtrationFiltering off the enzyme and flash chromatography on silica gel (ethyl acetate/hexane 1:2)

출처 및 근거

ORD 기록
ord-a3eb1faa9d8d4dc08ed85d59708bdb7d
출처 데이터셋
uspto-grants-1996_03
특허 번호
US05496930

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