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L-Phenylalanine → N-(4-Phenylbutanoyl)-L-phenylalanine

HRID 1906143
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HRID 1906143 반응식
[NH2:1][C@H:2]([C:10]([OH:12])=[O:11])[CH2:3][C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][CH:5]=1.[C:13]([O-:16])([O-])=O.[Na+].[Na+]>C(Cl)(Cl)Cl.O>[C:4]1([CH2:3][CH2:2][CH2:10][C:13]([NH:1][C@H:2]([C:10]([OH:12])=[O:11])[CH2:3][C:4]2[CH:9]=[CH:8][CH:7]=[CH:6][CH:5]=2)=[O:16])[CH:9]=[CH:8][CH:7]=[CH:6][CH:5]=1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 2

HCID 6140L-PhenylalanineHCID 10340Sodium Carbonate

생성물 1

HCID 13488126N-(4-Phenylbutanoyl)-L-phenylalanine수율 72%

시약·촉매·용매 2

HCID 962Water용매HCID 6212Chloroform용매

실험 절차

The above mentioned ester (13 g) was dissolved in chloroform (200 ml). This solution was added dropwise to the solution obtained by dissolving L-phenylalanine (16.5 g) and Na2CO3 (15.9 g) in water (150 ml) while stirring at room temperature. After that, the mixture was stirred for 7 hours and the insoluble matter thus produced was removed by filtration. The filtrate was acidified to pH 1.0 with 6N HCl. The precipitated crystals were filtered, washed with water, and re-crystallized from 90% aqueous methanol to obtain N-(4-phenylbutyroyl)-L-phenylalanine (11.2 g) having melting point: 178° C.

후처리

  1. additionThis solution was added dropwise to the solution
  2. customobtained
  3. stirringAfter that, the mixture was stirred for 7 hours
  4. customthe insoluble matter thus produced
  5. customwas removed by filtration
  6. filtrationThe precipitated crystals were filtered
  7. washwashed with water
  8. customre-crystallized from 90% aqueous methanol

출처 및 근거

ORD 기록
ord-57912a5b794c49c7b51b90b114bdfb19
출처 데이터셋
uspto-grants-1987_03
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US04650785

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