반응 #6147

ord-35470696234d4b8197beaf8e865c2a32

반응 방정식

CC(=O)Nc1ccc(O[C@@H]2SC[C@@H](OC(C)=O)[C@H](OC(C)=O)[C@H]2OC(C)=O)cc1
4-acetamidophenyl 2,3,4-tri-O-acetyl-5-thio-β-D-xylopyranoside
C[O-].[Na+]
sodium methylate
→
CC(=O)Nc1ccc(O[C@@H]2SC[C@@H](O)[C@H](O)[C@H]2O)cc1
expected product
수율 83.0%
CC(=O)Nc1ccc(O[C@@H]2SC[C@@H](O)[C@H](O)[C@H]2O)cc1
4-acetamidophenyl 5-thio-β-D-xylopyranoside
수율 83.0%

반응물

CC(=O)Nc1ccc(O[C@@H]2SC[C@@H](OC(C)=O)[C@H](OC(C)=O)[C@H]2OC(C)=O)cc1
4-acetamidophenyl 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 1.2 g (2.8.10-3 mol) of 4-acetamidophenyl 2,3,4-tri-O-acetyl-5-thio-β-D-xylopyranoside and 70 μl of a solution of sodium methylate in methanol (8% w/v of Na), reacted in 100 cm3 of methanol, 0.7 g (yield: 83%) of the expected product is obtained after purification by flash chromatography using a methylene chloride/methanol mixture (93/7 v/v) as the eluent.

출처

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