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Benzene → 3-(2-Ethoxycarbonyl-vinyl)-1-(4-methoxy-benzenesulfonyl)-azepane-2-carboxylic acid tert-butyl ester

HRID 1872242
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HRID 1872242 반응식
[C:1]([O:5][C:6]([CH:8]1[CH:14](C=O)[CH2:13][CH2:12][CH2:11][CH2:10][N:9]1[S:17]([C:20]1[CH:25]=[CH:24][C:23]([O:26][CH3:27])=[CH:22][CH:21]=1)(=[O:19])=[O:18])=[O:7])([CH3:4])([CH3:3])[CH3:2].[C:28]([CH:33]=P(C1C=CC=CC=1)(C1C=CC=CC=1)C1C=CC=CC=1)([O:30][CH2:31][CH3:32])=[O:29].[CH:53]1C=CC=CC=1>>[C:1]([O:5][C:6]([CH:8]1[CH:14]([CH:53]=[CH:33][C:28]([O:30][CH2:31][CH3:32])=[O:29])[CH2:13][CH2:12][CH2:11][CH2:10][N:9]1[S:17]([C:20]1[CH:25]=[CH:24][C:23]([O:26][CH3:27])=[CH:22][CH:21]=1)(=[O:19])=[O:18])=[O:7])([CH3:3])([CH3:2])[CH3:4]
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참가 물질

4

반응물 3

HCID 241BenzeneHCID 70670Acetic acid, 2-(triphenylphosphoranylidene)-, ethyl esterHCID 539203363-Formyl-1-(4-methoxy-benzenesulfonyl)-azepane-2-carboxylic acid tert-butyl ester

생성물 1

HCID 537577263-(2-Ethoxycarbonyl-vinyl)-1-(4-methoxy-benzenesulfonyl)-azepane-2-carboxylic acid tert-butyl ester

실험 절차

To a solution of 3-Formyl-1-(4-methoxy-benzenesulfonyl)-azepane-2-carboxylic acid tert-butyl ester (310 mg, 0.78 mmoL) in 8.1 mL benzene was added (Carboethoxymethylene) triphenylphosphorane (408 mg, 1.17 mmoL) at ambient temperature. An additional 310 mg was added after 24 hours, after which the reaction was allowed to proceed for 72 hours. The solvent was evaporated under reduced pressure and the residue was purified by column chromatograph (silica: 18% to 25% ethyl acetate in hexanes) to yield 3-(2-Ethoxycarbonyl-vinyl)-1-(4-methoxy-benzenesulfonyl)-azepane-2-carboxylic acid tert-butyl ester; MS: (M+H)+ =468, (M+NHY4)- =485.

후처리

  1. additionAn additional 310 mg was added after 24 hours
  2. customThe solvent was evaporated under reduced pressure
  3. customthe residue was purified by column chromatograph (silica: 18% to 25% ethyl acetate in hexanes)

출처 및 근거

ORD 기록
ord-9ea43672d0ad4762aba5d2d69865f4e8
출처 데이터셋
uspto-grants-2000_08
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US06107291

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