反応 #2501400

ord-eb66f17ecf0a47b39ee09d6202adf78b

反応方程式

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

反応物

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

試薬

なし

溶媒

CN(C)C=O
DMF

反応条件

詳細条件
See reaction.notes.procedure_details.

後処理

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

実験手順

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,

出典

DOI: 10.6084/m9.figshare.5104873.v1特許: US06811975B2uspto-grants-2004_11