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Triethylamine → Z-Ser(But)-Leu-OMe

HRID 1731234
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HRID 1731234 반응식
C(N(CC)CC)C.C(OC(Cl)=O)C(C)C.[NH:16]([C:27]([O:29][CH2:30][C:31]1[CH:36]=[CH:35][CH:34]=[CH:33][CH:32]=1)=[O:28])[C@H:17]([C:24]([OH:26])=O)[CH2:18][O:19][C:20]([CH3:23])([CH3:22])[CH3:21].[NH2:37][C@H:38]([C:43]([O:45][CH3:46])=[O:44])[CH2:39][CH:40]([CH3:42])[CH3:41].Cl>C(OCC)(=O)C>[NH:16]([C:27]([O:29][CH2:30][C:31]1[CH:36]=[CH:35][CH:34]=[CH:33][CH:32]=1)=[O:28])[C@H:17]([C:24]([NH:37][C@H:38]([C:43]([O:45][CH3:46])=[O:44])[CH2:39][CH:40]([CH3:42])[CH3:41])=[O:26])[CH2:18][O:19][C:20]([CH3:21])([CH3:22])[CH3:23]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

6

반응물 4

HCID 8471Triethylamine2회HCID 62365Isobutyl chloroformateHCID 1715617Z-Ser(tBu)-OHHCID 2723695Leucine methyl ester hydrochloride

생성물 1

HCID 13892395Z-Ser(But)-Leu-OMe

시약·촉매·용매 1

HCID 8857Ethyl Acetate용매

실험 절차

2.75 ml of triethylamine and 2.63 ml of chloroformic acid isobutyl ester are added to 5.9 g of Z-Ser(But)-OH in 20 ml of ethyl acetate at -10°C. After 10 minutes, 4.0 g of H-Leu-OMe-HCl and 3.05 ml of triethylamine are added. After stirring for 11/2 hours in an ice bath, the mixture is extracted by shaking with phosphoric acid and sodium bicarbonate solution and after drying over sodium sulphate the ethyl acetate is evaporated completely. 8.2 g of a waxy mass are obtained. Melting point (after crystallisation from hexane): 56°-58°C.

후처리

  1. extractionthe mixture is extracted
  2. stirringby shaking with phosphoric acid and sodium bicarbonate solution
  3. dry with materialafter drying over sodium sulphate the ethyl acetate
  4. customis evaporated completely
  5. custom8.2 g of a waxy mass are obtained
  6. customMelting point (after crystallisation from hexane)
  7. custom56°-58°C.

출처 및 근거

ORD 기록
ord-43c49ebd5c3d43c8ab0b3df30a521619
출처 데이터셋
uspto-grants-1976_11
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US03994871

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