1-[4-(Bromomethyl)phenyl]ethan-1-one → 6-(4-acetylbenzylthio)-3-tert-butoxycarbonyl-7-chloro-2,3,4,5-tetrahydro-1H-benzo[d]azepine

HRID 911528

반응식

HRID 911528 반응식
[C:1]([O:5][C:6]([N:8]1[CH2:14][CH2:13][C:12]2[C:15]([S:20]C(=O)N(C)C)=[C:16]([Cl:19])[CH:17]=[CH:18][C:11]=2[CH2:10][CH2:9]1)=[O:7])([CH3:4])([CH3:3])[CH3:2].[C:26]([C:29]1[CH:36]=[CH:35][C:32]([CH2:33]Br)=[CH:31][CH:30]=1)(=[O:28])[CH3:27]>>[C:26]([C:29]1[CH:36]=[CH:35][C:32]([CH2:33][S:20][C:15]2[C:12]3[CH2:13][CH2:14][N:8]([C:6]([O:5][C:1]([CH3:4])([CH3:3])[CH3:2])=[O:7])[CH2:9][CH2:10][C:11]=3[CH:18]=[CH:17][C:16]=2[Cl:19])=[CH:31][CH:30]=1)(=[O:28])[CH3:27]

참가 물질

3

반응물 2

HCID 5837851-[4-(Bromomethyl)phenyl]ethan-1-oneHCID 576559793-tert-butoxycarbonyl-7-chloro-6-dimethylaminocarbonylthio-2,3,4,5-tetrahydro-1H-benzo[d]azepine

생성물 1

HCID 576561896-(4-acetylbenzylthio)-3-tert-butoxycarbonyl-7-chloro-2,3,4,5-tetrahydro-1H-benzo[d]azepine

실험 절차

Use a method similar to the Example 380, using 3-tert-butoxycarbonyl-7-chloro-6-dimethylcarbamoylthio-2,3,4,5-tetrahydro-1H-benzo[d]azepine and 4-acetylbenzyl bromide to give, after chromatography eluting with hexane/EtOAc (15:1), the desired intermediate as a white solid. MS (APCI+) m/z 346 (M+H−Boc)+.

후처리

  1. customto give
  2. washafter chromatography eluting with hexane/EtOAc (15:1)

출처 및 근거

ORD 기록
ord-a242c8b05f6d4b9497cdfd6d4ef43606
출처 데이터셋
uspto-grants-2011_09
특허 번호
US08022062B2

연결된 노트

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