반응 #6141

ord-d279cfea5adb4eb4852a26d5438186a3

반응 방정식

CC(=O)O[C@@H]1[C@@H](OC(C)=O)[C@H](OC(C)=O)CS[C@H]1Oc1cccc(C#N)c1
3-cyanophenyl 2,3,4-tri-O-acetyl-5-thio-β-D-xylopyranoside
C[O-].[Na+]
sodium methylate
→
N#Cc1cccc(O[C@@H]2SC[C@@H](O)[C@H](O)[C@H]2O)c1
expected product
수율 85.0%
N#Cc1cccc(O[C@@H]2SC[C@@H](O)[C@H](O)[C@H]2O)c1
3-cyanophenyl 5-thio-β-D-xylopyranoside
수율 85.0%

반응물

CC(=O)O[C@@H]1[C@@H](OC(C)=O)[C@H](OC(C)=O)CS[C@H]1Oc1cccc(C#N)c1
3-cyanophenyl 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 2.12 g (5.4.10-3 mol) of 3-cyanophenyl 2,3,4-tri-O-acetyl-5-thio-β-D-xylopyranoside and 0.2 ml of a solution of sodium methylate in methanol (8% w/v of Na), reacted in 60 ml of methanol for 30 min, 1.22 g (yield: 85%) of the expected product are obtained after precipitation in ether and lyophilization.

출처

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