Trityl chloride → N-trityl-t-butyldimethylsilyloxy serine methyl ester

HRID 1734685ノート

反応式

HRID 1734685 の反応式
[CH3:1][O:2][C:3](=[O:16])[C@H:4]([CH2:14][OH:15])[NH:5][O:6][Si:7]([C:10]([CH3:13])([CH3:12])[CH3:11])([CH3:9])[CH3:8].C(N(C(C)C)CC)(C)C.[C:26](Cl)([C:39]1[CH:44]=[CH:43][CH:42]=[CH:41][CH:40]=1)([C:33]1[CH:38]=[CH:37][CH:36]=[CH:35][CH:34]=1)[C:27]1[CH:32]=[CH:31][CH:30]=[CH:29][CH:28]=1>C(Cl)Cl>[CH3:1][O:2][C:3](=[O:16])[C@H:4]([CH2:14][OH:15])[N:5]([O:6][Si:7]([C:10]([CH3:13])([CH3:11])[CH3:12])([CH3:8])[CH3:9])[C:26]([C:27]1[CH:32]=[CH:31][CH:30]=[CH:29][CH:28]=1)([C:39]1[CH:40]=[CH:41][CH:42]=[CH:43][CH:44]=1)[C:33]1[CH:34]=[CH:35][CH:36]=[CH:37][CH:38]=1

参加物

5

反応物 3

HCID 6456Trityl chlorideHCID 81531DiisopropylethylamineHCID 22856314t-Butyldimethylsilyloxyserine methyl ester

生成物 1

HCID 22856313N-trityl-t-butyldimethylsilyloxy serine methyl ester

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒2 回

反応条件

温度
25 °C

実験手順

To t-butyldimethylsilyloxyserine methyl ester (27.5 g; 0.118 mol) dissolved in CH2Cl2 (125 ml) and diisopropylethylamine (25 ml; 0.14 mol) and cooled to 0° C. is added tritylchloride (33. g; 0.118 mol) portionwise over 2 minutes. The reaction is stirred for 4 hours at 25° C., diluted with CH2Cl2 and washed with H2O 3x. The organic phase is dried (MgSO4) and concentrated to dryness to give N-trityl-t-butyldimethylsilyloxy serine methyl ester as a tan solid which is used directly next Step C.

後処理

  1. washwashed with H2O 3x
  2. dry with materialThe organic phase is dried (MgSO4)
  3. concentrationconcentrated to dryness

出典と根拠

ORDレコード
ord-2d3c4202b4bc42989a1aed4f33e8dd29
出典データセット
uspto-grants-1996_07
特許番号
US05534532

反応ノート

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