(-)-Cystine → N,N'-Bis[2-methyl-2-(methylthio)propanoyl]-L-cystine

HRID 462655

반응식

HRID 462655 반응식
[CH2:1]([S:7][S:8][CH2:9][C@H:10]([NH2:14])[C:11]([OH:13])=[O:12])[C@H:2]([NH2:6])[C:3]([OH:5])=[O:4].[CH3:15][C:16]([S:21][CH3:22])([CH3:20])[C:17](Cl)=[O:18]>[OH-].[Na+]>[CH3:15][C:16]([S:21][CH3:22])([CH3:20])[C:17]([NH:6][C@H:2]([C:3]([OH:5])=[O:4])[CH2:1][S:7][S:8][CH2:9][C@H:10]([NH:14][C:17](=[O:18])[C:16]([S:21][CH3:22])([CH3:20])[CH3:15])[C:11]([OH:13])=[O:12])=[O:18]

참가 물질

4

반응물 2

HCID 67678(-)-CystineHCID 134719922-Methyl-2-(methylthio)propanoyl chloride

생성물 1

HCID 13471994N,N'-Bis[2-methyl-2-(methylthio)propanoyl]-L-cystine수율 83.6%

시약·촉매·용매 1

HCID 14798Sodium Hydroxide용매

실험 절차

To a stirred solution of 3.1 g (13 mM) of L-cystine in 105 ml of 0.5 N sodium hydroxide, 4.0 g (26 mM) of 2-methyl-2-(methylthio)propanoyl chloride is added dropwise at 5°-10° C. After the addition the reaction mixture is stirred for 45 minutes at the same temperature and for additional 20 minutes at the room temperature. The reaction mixture is washed with ether, acidified with 6N hydrochloric acid and extracted with ethyl acetate. The organic layer is washed with water and dried. Ehtyl acetate is distillated off and the residue is purified by silica gel column chromatography to give 5.1 g (83%) of the titled compound.

후처리

  1. additionAfter the addition the reaction mixture
  2. washThe reaction mixture is washed with ether
  3. extractionextracted with ethyl acetate
  4. washThe organic layer is washed with water
  5. customdried
  6. customthe residue is purified by silica gel column chromatography

출처 및 근거

ORD 기록
ord-4c52b1ec942b42118310243abe50d3ae
출처 데이터셋
uspto-grants-1985_05
특허 번호
US04517123

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