Diisopropylethylamine → HCID 20578892, 화합물

HRID 1760130노트

반응식

HRID 1760130 반응식
[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]

참가 물질

5

반응물 3

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

생성물 1

HCID 20578892HCID 20578892, 화합물

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-c3bdbcea58f6429ebe90ab90c6fc7570
출처 데이터셋
uspto-grants-2005_01
특허 번호
US06838455B2

반응 노트

불러오는 중…