반응 #6118

ord-ec9df3c100e1422cae944464b64f6d15

반응 방정식

CC(=O)O[C@@H]1[C@@H](OC(C)=O)[C@H](Sc2ccc(C#N)cc2C#N)SC[C@H]1OC(C)=O
2,4-dicyanophenyl 2,3,4-tri-O-acetyl-1,5-dithio-β-D-xylopyranoside
→
N#Cc1ccc(S[C@@H]2SC[C@@H](O)[C@H](O)[C@H]2O)c(C#N)c1
expected product
수율 67.0%
N#Cc1ccc(S[C@@H]2SC[C@@H](O)[C@H](O)[C@H]2O)c(C#N)c1
2,4-dicyanophenyl 1,5-dithio-β-D-xylopyranoside
수율 67.0%

반응물

CC(=O)O[C@@H]1[C@@H](OC(C)=O)[C@H](Sc2ccc(C#N)cc2C#N)SC[C@H]1OC(C)=O
2,4-dicyanophenyl 2,3,4-tri-O-acetyl-1,5-dithio-β-D-xylopyranoside

시약

없음

용매

CO.ClCCl
CH2Cl2 CH3OH

반응 조건

상세 조건
See reaction.notes.procedure_details.

후처리

  1. 1
    기타If the procedure described in Preparation V
  2. 2
    기타is carried out at 0° C.

실험 절차

If the procedure described in Preparation V is followed, except that the reaction is carried out at 0° C., starting from 1.5 g (34.10-3 mol) of 2,4-dicyanophenyl 2,3,4-tri-O-acetyl-1,5-dithio-β-D-xylopyranoside (Example 16a), 0.71 g (yield: 67%) of the expected product is obtained after chromatography on silica using a CH2Cl2 /CH3OH mixture (8/1 v/v) as the eluent.

출처

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