Dicyclohexylcarbodiimide → 1-[(t-Butoxycarbonylamino)acetamido]-2-(2-fluorobenzoyl)pyrrole

HRID 462747노트

반응식

HRID 462747 반응식
[NH2:1][N:2]1[CH:6]=[CH:5][CH:4]=[C:3]1[C:7](=[O:15])[C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][C:9]=1[F:14].[C:16]([O:20][C:21]([NH:23][CH2:24][C:25](O)=[O:26])=[O:22])([CH3:19])([CH3:18])[CH3:17].C1(N=C=NC2CCCCC2)CCCCC1>ClCCl>[C:16]([O:20][C:21]([NH:23][CH2:24][C:25]([NH:1][N:2]1[CH:6]=[CH:5][CH:4]=[C:3]1[C:7](=[O:15])[C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][C:9]=1[F:14])=[O:26])=[O:22])([CH3:19])([CH3:18])[CH3:17]

참가 물질

5

반응물 3

HCID 10868DicyclohexylcarbodiimideHCID 78288N-(tert-butoxycarbonyl)glycineHCID 134577161-Amino-2-(2-fluorobenzoyl)pyrrole

생성물 1

HCID 134577471-[(t-Butoxycarbonylamino)acetamido]-2-(2-fluorobenzoyl)pyrrole수율 82%

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

To a solution containing 1-amino-2-(2-fluorobenzoyl)pyrrole (25.8 g, 0.126 mol) and N-(tert-butoxycarbonyl)glycine (22.4 g, 0.128 mol) in 300 ml of dichloromethane was added dicyclohexylcarbodiimide (26.4 g, 0.128 mmol) in two portions over 3 minutes. The reaction mixture was stirred at ambient temperature for 2 hours and then filtered. The filtrate was evaporated to an oil which was purified by HPLC (silica gel, 4:3 hexane-ethyl acetate) to give 37.2 g (82%) of crystals, m.p. 114°-116°.

후처리

  1. filtrationfiltered
  2. customThe filtrate was evaporated to an oil which
  3. customwas purified by HPLC (silica gel, 4:3 hexane-ethyl acetate)

출처 및 근거

ORD 기록
ord-6a4874fb1660492e93c7f63dae7ad673
출처 데이터셋
uspto-grants-1985_05
특허 번호
US04517195

반응 노트

불러오는 중…