Chlorine → p-Nitrobenzyl 2-(4-chloro-2-oxo-1-azetidinyl)-4,4-dimethyl-3-oxopentanoate

HRID 2371894노트

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HRID 2371894 반응식
C(S[CH:6]1[N:9]([CH:10]([C:24](=[O:29])[C:25]([CH3:28])([CH3:27])[CH3:26])[C:11]([O:13][CH2:14][C:15]2[CH:20]=[CH:19][C:18]([N+:21]([O-:23])=[O:22])=[CH:17][CH:16]=2)=[O:12])[C:8](=[O:30])[CH2:7]1)(C)(C)C.[Cl:31]Cl>C(Cl)Cl.C(Cl)(Cl)(Cl)Cl>[Cl:31][CH:6]1[N:9]([CH:10]([C:24](=[O:29])[C:25]([CH3:28])([CH3:27])[CH3:26])[C:11]([O:13][CH2:14][C:15]2[CH:20]=[CH:19][C:18]([N+:21]([O-:23])=[O:22])=[CH:17][CH:16]=2)=[O:12])[C:8](=[O:30])[CH2:7]1

참가 물질

5

반응물 2

HCID 24526ChlorineHCID 14460290p-Nitrobenzyl 2-(4-tert-butylthio-2-oxo-1-azetidinyl)-4,4-dimethyl-3-oxopentanoate

생성물 1

HCID 14460330p-Nitrobenzyl 2-(4-chloro-2-oxo-1-azetidinyl)-4,4-dimethyl-3-oxopentanoate수율 90.9%

시약·촉매·용매 2

HCID 5943Carbon Tetrachloride용매HCID 6344Dichloromethane용매

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온도
-50 °C

실험 절차

A solution of 439 mg (1.0 mmol) of p-nitrobenzyl 2-(4-tert-butylthio-2-oxo-1-azetidinyl)-4,4-dimethyl-3-oxopentanoate in 20 ml of dry methylene chloride is cooled to -50° C. and a solution of 166 mg of chlorine in 1.6 ml of carbon tetrachloride is added. After stirring the mixture for thirty minutes at -50° C., the solvent is evaporated in vacuo and the residue is recrystallized from methylene chloride/hexane, the product (348 mg) being obtained as a crystalline solid as a 6:4 mixture of the diastereomeric title compounds.

후처리

  1. customthe solvent is evaporated in vacuo
  2. customthe residue is recrystallized from methylene chloride/hexane

출처 및 근거

ORD 기록
ord-8af19ff9d88d41338f23521882f5fe3d
출처 데이터셋
uspto-grants-1992_03
특허 번호
US05096899

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