반응식
[Cl:1][C:2]1[C:7]2[O:8][CH2:9][CH2:10][CH2:11][O:12][C:6]=2[CH:5]=[C:4]([CH2:13][NH:14][CH2:15][CH:16]([CH3:18])[CH3:17])[CH:3]=1.[C:19]([NH:26][C@H:27]([C:29]([OH:31])=O)[CH3:28])([O:21][C:22]([CH3:25])([CH3:24])C)=[O:20].[CH3:32]CN=C=NCCCN(C)C>CN(C1C=CN=CC=1)C.C(Cl)Cl>[CH3:32][CH2:25][CH:22]([O:21][C:19]([NH:26][C@@H:27]([CH3:28])[C:29]([N:14]([CH2:13][C:4]1[CH:3]=[C:2]([Cl:1])[C:7]2[O:8][CH2:9][CH2:10][CH2:11][O:12][C:6]=2[CH:5]=1)[CH2:15][CH:16]([CH3:18])[CH3:17])=[O:31])=[O:20])[CH3:24]참가 물질
6
반응물 3
생성물 1
시약·촉매·용매 2
실험 절차
A mixture of N-(9-chloro-3,4-dihydro-2H-1,5-benzodioxepin-7-ylmethyl)-2-methylpropan-1-amine (100 mg), Boc-L-alanine (70 mg), EDAC (100 mg), and DMAP (60 mg) in DCM (8 ml) was stirred overnight. The reaction mixture was partitioned between EtOAc and water (8 ml each×3). The organic layers were combined, washed with brine, dried over anhydrous sodium sulfate, and concentrated under reduced pressure. The residue was purificatied by flash chromatography on silica (33% EtOAc in hexane), which yielded (+)-(2S)-2-(Methylpropan-2-yl)oxycarbonylamino-N-(9-chloro-3,4-dihydro-2H-1,5-benzodioxepin-7-ylmethyl)-N-isobutylpropanamide as a resin: MS (m+1)=441.1. The chiral integrity of this compound was not examined.
후처리
- customThe reaction mixture was partitioned between EtOAc and water (8 ml each×3)
- washwashed with brine
- dry with materialdried over anhydrous sodium sulfate
- concentrationconcentrated under reduced pressure
출처 및 근거
- ORD 기록
- ord-a332bb122c554e289273781fe42a9d10
- 출처 데이터셋
- uspto-grants-2014_05
- 특허 번호
- US08722896B2
연결된 노트
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