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Phosphate → HCID 57233113、化合物

HRID 1492463
ノート
印刷プレビュー

反応式

HRID 1492463 の反応式
[H-].C([Al+]CC(C)C)C(C)C.[Si:11]([O:28][CH2:29][C@@H:30]1[C@@H:34]([CH2:35][O:36][Si:37]([C:50]([CH3:53])([CH3:52])[CH3:51])([C:44]2[CH:49]=[CH:48][CH:47]=[CH:46][CH:45]=2)[C:38]2[CH:43]=[CH:42][CH:41]=[CH:40][CH:39]=2)[CH2:33][CH2:32][C:31]1=[O:54])([C:24]([CH3:27])([CH3:26])[CH3:25])([C:18]1[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=1)[C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1.P([O-])([O-])([O-])=O.C(Cl)Cl>C1(C)C=CC=CC=1.CCCCCC>[Si:11]([O:28][CH2:29][C@@H:30]1[C@@H:34]([CH2:35][O:36][Si:37]([C:50]([CH3:53])([CH3:52])[CH3:51])([C:38]2[CH:43]=[CH:42][CH:41]=[CH:40][CH:39]=2)[C:44]2[CH:45]=[CH:46][CH:47]=[CH:48][CH:49]=2)[CH2:33][CH2:32][C@@H:31]1[OH:54])([C:24]([CH3:25])([CH3:26])[CH3:27])([C:18]1[CH:19]=[CH:20][CH:21]=[CH:22][CH:23]=1)[C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1
参加物実験手順後処理出典と根拠反応ノート

参加物

7

反応物 4

HCID 1061PhosphateHCID 6344DichloromethaneHCID 21225700DiisobutylaluminumhydrideHCID 57286114HCID 57286114、化合物

生成物 1

HCID 57233113HCID 57233113、化合物収率 79,902.203%

試薬・触媒・溶媒 2

HCID 1140Toluene
溶媒
2 回
HCID 8058Hexane溶媒

実験手順

In an atmosphere of argon gas, 1M solution of diisobutylaluminum hydride in toluene (2.7 ml, 2.7 mmoles) was slowly added at -78° C. to solution of (2S,3S)-2,3-bis-(t-butyldiphenylsilyloxymethyl)-1-cyclopentanone (1.40 g, 2.25 mmoles) in toluene (23 ml), and the resulting mixture was stirred at that temperature for 15 minutes. Then, 0.2M phosphate buffer solution (pH 7) was added to the reaction mixture and stirred for a while, after which an excessive amount of methylene chloride was added and the inorganic matter was filtered off. The filtrate was subjected to extraction with methylene chloride and an 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=1:10, v/v) to obtain (1S,2S,3S)-2,3-bis(t-butyldiphenylsilyloxymethyl)-1-cyclopentanol (1,120 g, Yield 80%):

後処理

  1. stirringstirred for a while
  2. filtrationthe inorganic matter was filtered off
  3. extractionThe filtrate was subjected to extraction with methylene chloride
  4. dry with materialan extract solution was dried on anhydrous sodium sulfate
  5. distillationthe solvent was distilled off
  6. customThe residue was purified by silica gel column chromatography (ethyl acetate

出典と根拠

ORDレコード
ord-383e9229e03b4a19b79012b2ecdf92f9
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実験手順後処理出典と根拠反応ノート