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Dicyclohexylcarbodiimide → [Nalpha-t-Butoxycarbonyl-beta-(4-thiazolyl) alanyl]-glycine t-butyl ester

HRID 1195127
노트
인쇄 미리보기

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HRID 1195127 반응식
C1(N=C=NC2CCCCC2)CCCCC1.[C:16]([O:20][C:21]([NH:23][C@H:24]([C:31]([OH:33])=O)[CH2:25][C:26]1[N:27]=[CH:28][S:29][CH:30]=1)=[O:22])([CH3:19])([CH3:18])[CH3:17].[C:34]([O:38][C:39](=[O:42])[CH2:40][NH2:41])([CH3:37])([CH3:36])[CH3:35]>C(OCC)(=O)C.C(O)(=O)C>[C:34]([O:38][C:39](=[O:42])[CH2:40][NH:41][C:31](=[O:33])[C@H:24]([CH2:25][C:26]1[N:27]=[CH:28][S:29][CH:30]=1)[NH:23][C:21]([O:20][C:16]([CH3:17])([CH3:18])[CH3:19])=[O:22])([CH3:37])([CH3:36])[CH3:35]
참가 물질반응 조건실험 절차후처리출처 및 근거반응 노트

참가 물질

6

반응물 3

HCID 10868DicyclohexylcarbodiimideHCID 151417Glycine tert-butyl esterHCID 2734486(S)-2-((tert-Butoxycarbonyl)amino)-3-(thiazol-4-yl)propanoic acid

생성물 1

HCID 53829975[Nalpha-t-Butoxycarbonyl-beta-(4-thiazolyl) alanyl]-glycine t-butyl ester수율 110.2%

시약·촉매·용매 2

HCID 176Acetic Acid촉매
HCID 8857
Ethyl Acetate
용매

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온도
0 °C

실험 절차

Dicyclohexyl carbodiimide (226 mg) was added to a solution of 273 mg of Nα -t-butoxycarbonyl-β-(4-thiazolyl)-L-alanine and 132 mg of glycine t-butylester in 5 ml of ethyl acetate at 0° C. The reaction solution was stirred at 0° C. for 0.5 hour, then at ambient temperature for 18 hours. 4 drops of glacial acetic acid was then added to the reaction mixture and the mixture filtered. The filtrate was concentrated under vacuum to provide 426 mg of the title compound as an oil.

후처리

  1. waitat ambient temperature for 18 hours
  2. filtrationthe mixture filtered
  3. concentrationThe filtrate was concentrated under vacuum

출처 및 근거

ORD 기록
ord-c6e52115daf34ea7a66c1eae8ffb8c85
출처 데이터셋
uspto-grants-1992_05
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US05110799

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