반응 #6145

ord-10114c1b82204ff0a3cd5529f1b818ad

반응 방정식

CC(=O)O[C@@H]1[C@@H](OC(C)=O)[C@H](OC(C)=O)CS[C@H]1Oc1ccccc1C(C)=O
2-acetylphenyl 2,3,4-tri-O-acetyl-5-thio-β-D-xylopyranoside
C[O-].[Na+]
sodium methylate
→
CC(=O)c1ccccc1O[C@@H]1SC[C@@H](O)[C@H](O)[C@H]1O
expected product
수율 84.0%
CC(=O)c1ccccc1O[C@@H]1SC[C@@H](O)[C@H](O)[C@H]1O
2-acetylphenyl 5-thio-β-D-xylopyranoside
수율 84.0%

반응물

CC(=O)O[C@@H]1[C@@H](OC(C)=O)[C@H](OC(C)=O)CS[C@H]1Oc1ccccc1C(C)=O
2-acetylphenyl 2,3,4-tri-O-acetyl-5-thio-β-D-xylopyranoside
—
solution
C[O-].[Na+]
sodium methylate

시약

없음

용매

CO
methanol
CO
methanol

반응 조건

상세 조건
See reaction.notes.procedure_details.

후처리

  1. 1
    기타If the procedure described in Preparation LXXXIV

실험 절차

If the procedure described in Preparation LXXXIV is followed starting from 0.88 g (2.1.10-3 mol) of 2-acetylphenyl 2,3,4-tri-O-acetyl-5-thio-β-D-xylopyranoside and 0.1 ml of a solution of sodium methylate in methanol (8% w/v of Na), reacted in 50 ml of methanol for 30 min, 0.51 g (yield: 84%) of the expected product is obtained after purification by chromatography on silica gel using a chloroform/methanol mixture (12/1 v/v) as the eluent, and lyophilization.

출처

DOI: 10.6084/m9.figshare.5104873.v1특허: US05246961uspto-grants-1993_09