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Phosphate → HCID 88444072、化合物

HRID 1492464
ノート
印刷プレビュー

反応式

HRID 1492464 の反応式
[CH3:1][S:2](Cl)(=[O:4])=[O:3].[Si:6]([O:23][CH2:24][C@@H:25]1[C@@H:29]([CH2:30][O:31][Si:32]([C:45]([CH3:48])([CH3:47])[CH3:46])([C:39]2[CH:44]=[CH:43][CH:42]=[CH:41][CH:40]=2)[C:33]2[CH:38]=[CH:37][CH:36]=[CH:35][CH:34]=2)[CH2:28][CH2:27][C@@H:26]1[OH:49])([C:19]([CH3:22])([CH3:21])[CH3:20])([C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1)[C:7]1[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=1.C(N(CC)CC)C.P([O-])([O-])([O-])=O>C(Cl)Cl>[CH3:1][S:2]([O:49][C@H:26]1[CH2:27][CH2:28][C@H:29]([CH2:30][O:31][Si:32]([C:45]([CH3:48])([CH3:47])[CH3:46])([C:33]2[CH:34]=[CH:35][CH:36]=[CH:37][CH:38]=2)[C:39]2[CH:44]=[CH:43][CH:42]=[CH:41][CH:40]=2)[C@H:25]1[CH2:24][O:23][Si:6]([C:19]([CH3:20])([CH3:21])[CH3:22])([C:13]1[CH:14]=[CH:15][CH:16]=[CH:17][CH:18]=1)[C:7]1[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=1)(=[O:4])=[O:3]
参加物反応条件実験手順後処理出典と根拠反応ノート

参加物

6

反応物 4

HCID 1061PhosphateHCID 8471TriethylamineHCID 31297Methanesulfonyl chlorideHCID 57233113HCID 57233113、化合物

生成物 1

HCID 88444072HCID 88444072、化合物収率 96.4%

試薬・触媒・溶媒 1

HCID 6344Dichloromethane
溶媒

反応条件

温度
0 °C

実験手順

At 0° C., methanesulfonyl chloride (0.20 ml, 2.6 mmoles) was added to a solution of (1S, 2S, 3S)-2,3-bis-(t-butyldiphenylsilyloxymethyl)-1-cyclopentanol (1.08 g, 1.73 mmoles) and triethylamine (0.44 ml, 3.2 mmoles) in methylene chloride (9 ml). After stirring the mixture at 0° C. for 15 minutes, 0.2M phosphate buffer (pH 7.0) was added to the reaction mixture and the mixture was subjected to extraction with ethyl ether. The ether extract solution was dried on anhydrous sodium sulfate and then the solvent was distilled off. The residue was purified by silica gel column chromatography (ethyl acetate:n-hexane=1:9, v/v) to obtain (1S,2S,3S)-2,3-bis-(t-butyldiphenylsilyloxymethyl)-1-cyclopentyl methanesulfonate (1.169 g, Yield 96%).

後処理

  1. extractionthe mixture was subjected to extraction with ethyl ether
  2. extractionThe ether extract solution
  3. dry with materialwas dried on anhydrous sodium sulfate
  4. distillationthe solvent was distilled off
  5. customThe residue was purified by silica gel column chromatography (ethyl acetate:n-hexane=1:9, v/v)

出典と根拠

ORDレコード
ord-2b5d3d2f9e404fbc9d652bebb51c0a28
出典データセット
uspto-grants-1994_12
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US05374625

反応ノート

読み込み中…

このページの内容参加物反応条件実験手順後処理出典と根拠反応ノート