Trimethylsilyldiazomethane → methyl 3-[(2R,4EZ)-1-(biphenyl-4-ylcarbonyl)-4-(methoxyimino)pyrrolidin-2-yl]propanoate

HRID 225965

反応式

[C:1]1([C:22]2[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=2)[CH:6]=[CH:5][C:4]([C:7]([N:9]2[CH2:13][C:12](=[N:14][O:15][CH3:16])[CH2:11][C@H:10]2[CH2:17][CH2:18][C:19]([OH:21])=[O:20])=[O:8])=[CH:3][CH:2]=1.[N+](=[CH:30][Si](C)(C)C)=[N-]>C1(C)C(CO)=CC=CC=1>[C:1]1([C:22]2[CH:23]=[CH:24][CH:25]=[CH:26][CH:27]=2)[CH:2]=[CH:3][C:4]([C:7]([N:9]2[CH2:13][C:12](=[N:14][O:15][CH3:16])[CH2:11][C@H:10]2[CH2:17][CH2:18][C:19]([O:21][CH3:30])=[O:20])=[O:8])=[CH:5][CH:6]=1

参加物

実験手順

To a solution of 3-[(2R,4EZ)-1-(biphenyl-4-ylcarbonyl)-4-(methoxyimino)pyrrolidin-2-yl]propanoic acid (Intermediate 8, 20 mg, 0.05 mmol) in toluene-methanol (1 ml, 3-1) was added (diazomethyl)trimethylsilane (0.110 ml, 2M in hexane). After 3 hours, the reaction mixture was concentrated and purified by silica gel column chromatography (ethyl acetate) to give methyl 3-[(2R,4EZ)-1-(biphenyl-4-ylcarbonyl)-4-(methoxyimino)pyrrolidin-2-yl]propanoate (20 mg). Yield: 96%. HPLC purity: 94%

後処理

concentrationthe reaction mixture was concentrated
custompurified by silica gel column chromatography (ethyl acetate)

出典と根拠

ORDレコード: ord-9a97026e02ac4b98842f0e341208e0bf
出典データセット: uspto-grants-2009_07
DOI: 10.6084/m9.figshare.5104873.v1
特許番号: US07557136B2

反応式

参加物

反応物 2

生成物 1

試薬・触媒・溶媒 1

実験手順

後処理

出典と根拠

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