Diisopropylethylamine → HCID 20578892、化合物

HRID 1267207ノート

反応式

HRID 1267207 の反応式
[CH3:1][O:2][C:3](=[O:9])[C@@H:4]([OH:8])[CH:5]([CH3:7])[CH3:6].C(N(C(C)C)CC)(C)C.[CH3:19][Si:20]([CH3:27])([CH3:26])[CH2:21][CH2:22][O:23][CH2:24]Cl>ClCCl>[CH3:1][O:2][C:3](=[O:9])[C@@H:4]([O:8][CH2:24][O:23][CH2:22][CH2:21][Si:20]([CH3:27])([CH3:26])[CH3:19])[CH:5]([CH3:7])[CH3:6]

参加物

5

反応物 3

HCID 81531DiisopropylethylamineHCID 27242712-Chloromethyl 2-(trimethylsilyl)ethyl etherHCID 11194352Methyl (2S)-2-hydroxy-3-methylbutanoate

生成物 1

HCID 20578892HCID 20578892、化合物

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

A solution of methyl-2-(S)-hydroxy-3-methylbutanoate (1.0 eq; J. Org. Chem. (1997), 62(7), 2292-2297, incorporated herein by reference) in dichloromethane was stirred with diisopropylethylamine (2.0 eq) under nitrogen. 2-Trimethylsilylethoxymethyl chloride (3 eq; Aldrich) was added dropwise via syringe. The solution was stirred at room temperature for 17 hours. The solution was washed with 1.0N HCl, and the water layer was back extracted with dichloromethane. The organics were combined, dried over Na2SO4, and the solvents removed in vacuo. The residue was purified via radial chromatography using 20% ethyl acetate in hexanes affording the title intermediate as a clear oil.

後処理

  1. washThe solution was washed with 1.0N HCl
  2. extractionthe water layer was back extracted with dichloromethane
  3. dry with materialdried over Na2SO4
  4. customthe solvents removed in vacuo
  5. customThe residue was purified via radial chromatography

出典と根拠

ORDレコード
ord-aeedb8f1d7bf4b29b2bf769df7db73ad
出典データセット
uspto-grants-2003_04
特許番号
US06552013B1

反応ノート

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