تفاعل #6113

ord-37b7bb1ecdf94502af5f9622197b3b7e

معادلة التفاعل

CC(=O)O[C@@H]1[C@@H](OC(C)=O)[C@H](Sc2ccc(-c3ccc(C#N)cc3)cc2)SC[C@H]1OC(C)=O
4-(4-cyanophenyl)phenyl 2,3,4-tri-O-acetyl-1,5-dithio-β-D-xylopyranoside
C[O-].[Na+]
sodium methylate
→
N#Cc1ccc(-c2ccc(S[C@@H]3SC[C@@H](O)[C@H](O)[C@H]3O)cc2)cc1
expected product
المردود 80.0%
N#Cc1ccc(-c2ccc(S[C@@H]3SC[C@@H](O)[C@H](O)[C@H]3O)cc2)cc1
4-(4-cyanophenyl)phenyl 1,5-dithio-β-D-xylopyranoside
المردود 80.0%

المتفاعلات

CC(=O)O[C@@H]1[C@@H](OC(C)=O)[C@H](Sc2ccc(-c3ccc(C#N)cc3)cc2)SC[C@H]1OC(C)=O
4-(4-cyanophenyl)phenyl 2,3,4-tri-O-acetyl-1,5-dithio-β-D-xylopyranoside
C[O-].[Na+]
sodium methylate

الكواشف

لا شيء

ظروف التفاعل

الظروف التفصيلية
See reaction.notes.procedure_details.

المعالجة

  1. 1
    أخرىIf the procedure described in Preparation V

الإجراء التجريبي

If the procedure described in Preparation V is followed starting from 0.340 g (70.1.10-3 mol) of 4-(4-cyanophenyl)phenyl 2,3,4-tri-O-acetyl-1,5-dithio-β-D-xylopyranoside (Example 14a) and 17 ml of sodium methylate (8% w/v solution of Na in methanol), 0.200 g (yield: 80%) of the expected product is obtained after purification by recrystallization from methanol.

المصدر

DOI: 10.6084/m9.figshare.5104873.v1براءة الاختراع: US05246961uspto-grants-1993_09