tert-Butanol → HCID 59753641, 화합물

HRID 751669노트

반응식

HRID 751669 반응식
[C:1]([NH:8][C@H:9]([C:18]([OH:20])=[O:19])[CH2:10][C:11]1[CH:16]=[CH:15][C:14]([F:17])=[CH:13][CH:12]=1)([O:3][C:4]([CH3:7])([CH3:6])[CH3:5])=[O:2].[CH3:21][C:22](O)([CH3:24])[CH3:23].C1CCC(N=C=NC2CCCCC2)CC1>CN(C1C=CN=CC=1)C.C(Cl)Cl>[C:22]([O:19][C:18](=[O:20])[C@@H:9]([NH:8][C:1]([O:3][C:4]([CH3:5])([CH3:7])[CH3:6])=[O:2])[CH2:10][C:11]1[CH:12]=[CH:13][C:14]([F:17])=[CH:15][CH:16]=1)([CH3:24])([CH3:23])[CH3:21]

참가 물질

6

반응물 3

HCID 6386tert-ButanolHCID 10868DicyclohexylcarbodiimideHCID 7020910N-(tert-Butoxycarbonyl)-4-fluoro-L-phenylalanine

생성물 1

HCID 59753641HCID 59753641, 화합물

시약·촉매·용매 2

HCID 142844-(Dimethylamino)pyridine촉매HCID 6344Dichloromethane용매

실험 절차

To a stirred solution of (S)-N-Boc-4-fluorophenylalanine (2.83 g, 10.0 mmol), DMAP (0.12 g, 1.0 mmol) in DCM (20 mL) and 2-methyl-2-propanol (1.05 mL, 11.0 mmol), was added DCC (2.27 g, 11.0 mmol). The reaction mixture was stirred at rt for 16 h. The reaction mixture was filtered and washed several times with DCM. The filtrate was concentrated in vacuo and chromatographed on silica gel eluting with ethyl acetate:isohexane (1:4) to give the title compound. δH (CDCl3): 1.39 (9H, s), 1.41 (9H, s), 3.01 (2H, m), 4.41 (1H, m), 4.98 (1H, m), 6.95 (2H, m), 7.12 (2H, m).

후처리

  1. filtrationThe reaction mixture was filtered
  2. washwashed several times with DCM
  3. concentrationThe filtrate was concentrated in vacuo
  4. customchromatographed on silica gel eluting with ethyl acetate:isohexane (1:4)

출처 및 근거

ORD 기록
ord-7774d3b13c1046c8a9a9c6c2c7975266
출처 데이터셋
uspto-grants-2008_07
특허 번호
US07405210B2

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