L-Valine → 2-[2-[2-(1-Carboxy-2-methylpropylcarbamoyl) phenyldisulfanyl]benzoylamino]-3-methylbutanoic acid

반응식

[NH2:1][C@H:2]([C:6]([OH:8])=[O:7])[CH:3]([CH3:5])[CH3:4].[C:9](Cl)(=[O:27])[C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][C:11]=1[S:16][S:17][C:18]1[CH:26]=[CH:25][CH:24]=[CH:23][C:19]=1[C:20](Cl)=[O:21]>>[C:6]([CH:2]([NH:1][C:9]([C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][C:11]=1[S:16][S:17][C:18]1[CH:26]=[CH:25][CH:24]=[CH:23][C:19]=1[C:20]([NH:1][CH:2]([CH:3]([CH3:5])[CH3:4])[C:6]([OH:8])=[O:7])=[O:21])=[O:27])[CH:3]([CH3:5])[CH3:4])([OH:8])=[O:7]

참가 물질

반응물 2

HCID 6287L-Valine

HCID 881642,2'-Dithiodibenzoyl chloride

생성물 1

HCID 4653642-[2-[2-(1-Carboxy-2-methylpropylcarbamoyl) phenyldisulfanyl]benzoylamino]-3-methylbutanoic acid

실험 절차

Using the method employed in Preparation 30, 17.8 g (0.15 mol) of D,L valine was reacted with 17.2 g (0.05 mol) of 2,2'-dithiobisbenzoyl chloride to produce 11.4 g of the title compound after recrystallization from acetic acid, mp 226.5°-227.5° C.

출처 및 근거

ORD 기록: ord-c771541808b14e05b51420f0f3bed216
출처 데이터셋: uspto-grants-1999_03
DOI: 10.6084/m9.figshare.5104873.v1
특허 번호: US05889034

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