반응 #2501400

ord-eb66f17ecf0a47b39ee09d6202adf78b

반응 방정식

COc1ccc(C(OCC2OC(n3cc(C)c(=O)[nH]c3=O)CC2O)(c2ccccc2)c2ccc(OC)cc2)cc1
5′-O-Dimethoxytritylthymidine
CC(C)(C)[Si](Cl)(c1ccccc1)c1ccccc1
t-butyldiphenylsilyl chloride
c1c[nH]cn1
imidazole
→
Cc1cn([C@H]2C[C@H](O[Si](c3ccccc3)(c3ccccc3)C(C)(C)C)[C@@H](CO)O2)c(=O)[nH]c1=O
3′-O-t-Butyldiphenylsilyl-thymidine

반응물

COc1ccc(C(OCC2OC(n3cc(C)c(=O)[nH]c3=O)CC2O)(c2ccccc2)c2ccc(OC)cc2)cc1
5′-O-Dimethoxytritylthymidine
CC(C)(C)[Si](Cl)(c1ccccc1)c1ccccc1
t-butyldiphenylsilyl chloride
c1c[nH]cn1
imidazole

시약

없음

용매

CN(C)C=O
DMF

반응 조건

상세 조건
See reaction.notes.procedure_details.

후처리

  1. 1
    기타The 5′-protecting group is removed
  2. 2
    workup.ADDITIONby treating with 3% dichloracetic acid in CH2Cl2

실험 절차

5′-O-Dimethoxytritylthymidine is silylated with 1 equivalent of t-butyldiphenylsilyl chloride (TBDPSCl) and 2 equivalents of imidazole in DMF solvent at room temperature. The 5′-protecting group is removed by treating with 3% dichloracetic acid in CH2Cl2,

출처

DOI: 10.6084/m9.figshare.5104873.v1특허: US06811975B2uspto-grants-2004_11