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Benzyl chloroformate → 1-Benzyl 3-(4-methoxyphenyl)methyl (3RS,4SR)-3-[2-(tert-butoxy)-2-oxoethyl]-4-methylpyrrolidine-1,3-dicarboxylate

HRID 446012
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HRID 446012 반응식
C([N:8]1[CH2:12][CH:11]([CH3:13])[C:10]([CH2:26][C:27]([O:29][C:30]([CH3:33])([CH3:32])[CH3:31])=[O:28])([C:14]([O:16][CH2:17][C:18]2[CH:23]=[CH:22][C:21]([O:24][CH3:25])=[CH:20][CH:19]=2)=[O:15])[CH2:9]1)C1C=CC=CC=1.Cl[C:35]([O:37][CH2:38][C:39]1[CH:44]=[CH:43][CH:42]=[CH:41][CH:40]=1)=[O:36]>ClCCl>[C:30]([O:29][C:27](=[O:28])[CH2:26][C:10]1([C:14]([O:16][CH2:17][C:18]2[CH:19]=[CH:20][C:21]([O:24][CH3:25])=[CH:22][CH:23]=2)=[O:15])[CH:11]([CH3:13])[CH2:12][N:8]([C:35]([O:37][CH2:38][C:39]2[CH:44]=[CH:43][CH:42]=[CH:41][CH:40]=2)=[O:36])[CH2:9]1)([CH3:33])([CH3:31])[CH3:32]
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참가 물질

4

반응물 2

HCID 10387Benzyl chloroformateHCID 86678246(4-methoxyphenyl)methyl (3RS,4SR)-1-benzyl-3-[2-(tert-butoxy)-2-oxoethyl]-4-methylpyrrolidine-3-carboxylate

생성물 1

HCID 780519391-Benzyl 3-(4-methoxyphenyl)methyl (3RS,4SR)-3-[2-(tert-butoxy)-2-oxoethyl]-4-methylpyrrolidine-1,3-dicarboxylate수율 65.3%

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

A solution of (4-methoxyphenyl)methyl (3RS,4SR)-1-benzyl-3-[2-(tert-butoxy)-2-oxoethyl]-4-methylpyrrolidine-3-carboxylate obtained in Example 2g (18 g, 39.7 mmol) in dichloromethane (85.7 ml) was adjusted to an internal temperature of 10 to 20° C., and benzyl chloroformate (11.9 ml, 79.4 mmol) was added thereto. After returning to mom temperature and stirring for 0.5 hour, the reaction mixture was concentrated directly. The resulting crude product was purified by column chromatography (silica gel, elution solvent: ethyl acetate/heptane) to give the title compound (12.89 g, yield: 65.3%).

후처리

  1. additionwas added
  2. concentrationthe reaction mixture was concentrated directly
  3. customThe resulting crude product was purified by column chromatography (silica gel, elution solvent: ethyl acetate/heptane)

출처 및 근거

ORD 기록
ord-47451993a6b24fcd815aa4ebe433649c
출처 데이터셋
uspto-grants-2013_07
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08476301B2

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