Trityl chloride → (s)-2-(Tritylamino)butan-1-ol

HRID 705165ノート

反応式

HRID 705165 の反応式
[NH2:1][C@@H:2]([CH2:5][CH3:6])[CH2:3][OH:4].C(N(C(C)C)CC)(C)C.[C:16](Cl)([C:29]1[CH:34]=[CH:33][CH:32]=[CH:31][CH:30]=1)([C:23]1[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=1)[C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1.CCCCCC>ClCCl.CO.CCOCC>[C:16]([NH:1][C@@H:2]([CH2:5][CH3:6])[CH2:3][OH:4])([C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1)([C:29]1[CH:30]=[CH:31][CH:32]=[CH:33][CH:34]=1)[C:23]1[CH:24]=[CH:25][CH:26]=[CH:27][CH:28]=1

参加物

8

反応物 4

HCID 6456Trityl chlorideHCID 8058HexaneHCID 81531DiisopropylethylamineHCID 1200842-Amino-1-butanol, (+)-

生成物 1

HCID 57433108(s)-2-(Tritylamino)butan-1-ol

試薬・触媒・溶媒 3

HCID 887Methanol溶媒HCID 3283Diethyl Ether溶媒HCID 6344Dichloromethane溶媒

実験手順

To a stirred solution of (S)-(+)-2-aminobutan-1-ol (10 g, 112.18 mmol) in dichloromethane (DCM, 250 ml) under an argon atmosphere at room temperature, was added diisopropylethylamine (DIEA, 19.4 ml, 112.18 mmol) followed by trityl chloride (31.2 g, 112.18 mmol). The reaction mixture was stirred at this temperature for 48 h, when TLC (hexane:ether:MeOH; 55:40:5) indicated that the reaction had gone to completion. The solvent was evaporated in vacuo and the residue taken up in ethyl acetate. The organic solution was washed with water (2×), dried over sodium sulphate. The solvent was removed to afford (S)-2-(trityl-amino)-butan-1-ol as a light yellow oil;

後処理

  1. customThe solvent was evaporated in vacuo
  2. washThe organic solution was washed with water (2×)
  3. dry with materialdried over sodium sulphate
  4. customThe solvent was removed

出典と根拠

ORDレコード
ord-35eb8d13938a451394d24414a3bbba55
出典データセット
uspto-grants-2015_11
特許番号
US09173938B2

反応ノート

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