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Hydrogen Sulfide → 3-Ethyl-4-(4-p-nitrobenzyloxycarbonylaminobutyrylthio)-2-oxoazetidine

HRID 2309093
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HRID 2309093 반응식
C([N:3]([CH2:6][CH3:7])[CH2:4]C)C.ClC(O[CH2:12][CH:13](C)C)=O.[N+:16]([C:19]1[CH:35]=[CH:34][C:22]([CH2:23][O:24][C:25]([NH:27][CH2:28][CH2:29][CH2:30][C:31]([OH:33])=O)=[O:26])=[CH:21][CH:20]=1)([O-:18])=[O:17].[SH2:36].S(=O)(=O)(O)[OH:38]>C(Cl)Cl>[CH2:12]([CH:7]1[CH:4]([S:36][C:31](=[O:33])[CH2:30][CH2:29][CH2:28][NH:27][C:25]([O:24][CH2:23][C:22]2[CH:21]=[CH:20][C:19]([N+:16]([O-:18])=[O:17])=[CH:35][CH:34]=2)=[O:26])[NH:3][C:6]1=[O:38])[CH3:13]
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참가 물질

7

반응물 5

HCID 402Hydrogen SulfideHCID 1118Sulfuric AcidHCID 8471TriethylamineHCID 62365Isobutyl chloroformateHCID 31025414-(p-Nitrobenzyloxycarbonyl)aminobutyric acid

생성물 1

HCID 230357713-Ethyl-4-(4-p-nitrobenzyloxycarbonylaminobutyrylthio)-2-oxoazetidine

시약·촉매·용매 1

HCID 6344Dichloromethane용매2회

실험 절차

In succession, 2.2 g (20 mmole) of triethylamine and a solution of 1.4 ml (10 mmole) of isobutyl chloroformate in 20 ml of dry methylene chloride are added dropwise to a solution, cooled to -10°, of 2.82 g (10 mmole) of 4-p-nitrobenzyloxycarbonylaminobutyric acid in 50 ml of dry methylene chloride. The reaction mixture is stirred for one hour and then a strong current of hydrogen sulphide is conveyed through for 2 hours. After acidifying with 2N sulphuric acid, the organic phase is separated off, dried and concentrated by evaporation in vacuo. The resulting 4-p-nitrobenzyloxycarbonylaminothiobutyric acid can be further processed without further purification.

후처리

  1. customis conveyed through for 2 hours
  2. customthe organic phase is separated off
  3. customdried
  4. concentrationconcentrated by evaporation in vacuo
  5. customThe resulting 4-p-nitrobenzyloxycarbonylaminothiobutyric acid can be further processed without further purification

출처 및 근거

ORD 기록
ord-c57431c90a0642a2bacf0a38c70af553
출처 데이터셋
uspto-grants-1987_09
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US04692442

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