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Diazomethane → O-methoxymethyl-N-methyl-N-(2-nitrophenylthio)-beta-hydroxytyrosine methyl ester

HRID 1648176
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인쇄 미리보기

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HRID 1648176 반응식
[CH3:1][O:2][CH2:3][O:4][C:5]1[CH:28]=[CH:27][C:8]([CH:9]([OH:26])[C@@H:10]([C:23]([OH:25])=[O:24])[N:11]([CH3:22])[S:12][C:13]2[CH:18]=[CH:17][CH:16]=[CH:15][C:14]=2[N+:19]([O-:21])=[O:20])=[CH:7][CH:6]=1.[N+](=[CH2:31])=[N-]>C(OCC)(=O)C.C(OCC)C>[CH3:31][O:24][C:23](=[O:25])[C@H:10]([CH:9]([OH:26])[C:8]1[CH:7]=[CH:6][C:5]([O:4][CH2:3][O:2][CH3:1])=[CH:28][CH:27]=1)[N:11]([CH3:22])[S:12][C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][C:14]=1[N+:19]([O-:21])=[O:20]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 2

HCID 9550DiazomethaneHCID 54196694O-methoxymethyl-N-methyl-N-(2-nitrophenylthio)-beta-hydroxytyrosine

생성물 1

HCID 54118395O-methoxymethyl-N-methyl-N-(2-nitrophenylthio)-beta-hydroxytyrosine methyl ester

시약·촉매·용매 2

HCID 3283Diethyl Ether용매HCID 8857Ethyl Acetate용매

실험 절차

To a solution of O-methoxymethyl-N-methyl-N-(2-nitrophenylthio)-β-hydroxytyrosine (20.0 g) in ethyl acetate (100 ml) was added diazomethane in diethyl ether (80 ml). After stirring for 10 minutes, the solvent was removed in vacuo. The residue was put on a silica gel column (MERCK 7734:500 g) and eluted with chloroform to give O-methoxymethyl-N-methyl-N-(2-nitrophenylthio)-β-hydroxytyrosine methyl ester. (threo isomer: 8.82 g, erythro isomer: 6.63 g)

후처리

  1. customthe solvent was removed in vacuo
  2. washeluted with chloroform

출처 및 근거

ORD 기록
ord-3ed6d02fdf434f218607135f955db35a
출처 데이터셋
uspto-grants-1995_07
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US05436140

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