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Tributylstannane → 2-Benzyloxycarbonylamino-3-(1-methylcyclopentyl)propionic acid methyl ester

HRID 2212239
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인쇄 미리보기

반응식

HRID 2212239 반응식
[CH2:1]([SnH](CCCC)CCCC)CCC.[CH2:14]=[C:15]([NH:19][C:20]([O:22][CH2:23][C:24]1[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=1)=[O:21])[C:16]([OH:18])=[O:17].[CH3:30][C:31]1(Br)[CH2:35][CH2:34][CH2:33][CH2:32]1.CC(N=NC(C#N)(C)C)(C#N)C>C1C=CC=CC=1>[CH3:1][O:17][C:16](=[O:18])[CH:15]([NH:19][C:20]([O:22][CH2:23][C:24]1[CH:25]=[CH:26][CH:27]=[CH:28][CH:29]=1)=[O:21])[CH2:14][C:31]1([CH3:30])[CH2:35][CH2:34][CH2:33][CH2:32]1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

6

반응물 4

HCID 5948TributylstannaneHCID 6547AzobisisobutyronitrileHCID 4674477Z-dehydro-Ala-OHHCID 129395091-Bromo-1-methylcyclopentane

생성물 1

HCID 673914702-Benzyloxycarbonylamino-3-(1-methylcyclopentyl)propionic acid methyl ester수율 38.6%

시약·촉매·용매 1

HCID 241
Benzene
용매

실험 절차

Tributyltin hydride (37.8 g, 130 mmol) was added at reflux to a 500 ml of flask charged with benzene (200 mL) was added Z-dehydro-Ala-OH (15 g, 64 mmol), 1-methylcyclopentanylbromide (20.5 g) and AIBN (1.9 g). After 2 h, the solvent was removed and the residue was purified by column chromatograph to yield 7.9 g of 2-benzyloxycarbonylamino-3-(1-methylcyclopentyl)propionic acid methyl ester.

후처리

  1. temperatureat reflux to a 500 ml of flask
  2. customthe solvent was removed
  3. customthe residue was purified by column chromatograph

출처 및 근거

ORD 기록
ord-f7b8e238b077454683c0f0c0b859d2c2
출처 데이터셋
uspto-grants-2006_09
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07101880B2

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