Dimethyl Sulfide → N-{1-[(1-Formyl-2-methyl-propyl)-methyl-carbamoyl]-2,2-dimethyl-propyl}-3-methyl-2-methylamino-3-phenyl-butyramide

HRID 133815

반응식

HRID 133815 반응식
[CH3:1][NH:2][C@H:3]([C:13]([NH:15][C@H:16]([C:21]([N:23]([C@@H:25]([CH:32]([CH3:34])[CH3:33])/[CH:26]=C(/C(O)=O)\C)[CH3:24])=[O:22])[C:17]([CH3:20])([CH3:19])[CH3:18])=[O:14])[C:4]([CH3:12])([CH3:11])[C:5]1[CH:10]=[CH:9][CH:8]=[CH:7][CH:6]=1.[O:35]=[O+][O-].CSC>CO>[CH:26]([CH:25]([N:23]([CH3:24])[C:21]([CH:16]([NH:15][C:13](=[O:14])[CH:3]([NH:2][CH3:1])[C:4]([CH3:12])([C:5]1[CH:10]=[CH:9][CH:8]=[CH:7][CH:6]=1)[CH3:11])[C:17]([CH3:20])([CH3:19])[CH3:18])=[O:22])[CH:32]([CH3:33])[CH3:34])=[O:35]

참가 물질

5

반응물 3

HCID 1068Dimethyl SulfideHCID 24823Ozone2회HCID 6918637N,beta,beta-Trimethyl-L-phenylalanyl-N-((1S,2E)-3-carboxy-1-(1-methylethyl)-2-buten-1-yl)-N,3-dimethyl-L-valinamide

생성물 1

HCID 72370856N-{1-[(1-Formyl-2-methyl-propyl)-methyl-carbamoyl]-2,2-dimethyl-propyl}-3-methyl-2-methylamino-3-phenyl-butyramide

시약·촉매·용매 1

HCID 887Methanol용매2회

실험 절차

A solution of N,β,β-trimethyl-L-phenylalanyl-N1-[(1S,2E)-3-carboxy-1-isopropylbut-2-enyl]-N1,3-dimethyl-L-valinamide (1.0 g) in methanol (20 mL) is added to 100 mL of methanol at −78° C. which had been treated with ozone until the solution is blue. The resulting colorless reaction mixture is treated with ozone at −78° C. until the blue color remained. After 5 min dimethylsulfide (2 mL) is added. The reaction mixture is allowed to warm to room temperature and then concentrated in vacuo to give the title compound as an oil. MS (ES): m/z 418.4 (M+H).

후처리

  1. concentrationconcentrated in vacuo

출처 및 근거

ORD 기록
ord-c4d917cd4e3a40a2b075dd11d1e6df2c
출처 데이터셋
uspto-grants-2008_06
특허 번호
US07390910B2

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