tert-butyl N-(methylcarbamothioyl)carbamate → [(R)-1,4,5,5-tetramethyl-4-(3-nitro-phenyl)-6-oxo-1,4,5,6-tetrahydro-pyrimidin-2-yl]-carbamic acid tert-butyl ester

反応式

CO[C:3](=[O:19])[C:4]([CH3:18])([CH3:17])[C@:5]([NH2:16])([C:7]1[CH:12]=[CH:11][CH:10]=[C:9]([N+:13]([O-:15])=[O:14])[CH:8]=1)[CH3:6].[CH3:20][NH:21][C:22]([NH:24][C:25](=[O:31])[O:26][C:27]([CH3:30])([CH3:29])[CH3:28])=S>>[C:27]([O:26][C:25](=[O:31])[NH:24][C:22]1[N:21]([CH3:20])[C:3](=[O:19])[C:4]([CH3:17])([CH3:18])[C@@:5]([CH3:6])([C:7]2[CH:12]=[CH:11][CH:10]=[C:9]([N+:13]([O-:15])=[O:14])[CH:8]=2)[N:16]=1)([CH3:30])([CH3:29])[CH3:28]

参加物

反応物 2

HCID 57496573tert-butyl N-(methylcarbamothioyl)carbamate

HCID 57497144(R)-3-amino-2,2-dimethyl-3-(3-nitro-phenyl)-butyric acid methyl ester

生成物 1

HCID 57497148[(R)-1,4,5,5-tetramethyl-4-(3-nitro-phenyl)-6-oxo-1,4,5,6-tetrahydro-pyrimidin-2-yl]-carbamic acid tert-butyl ester

実験手順

Starting from (R)-3-amino-2,2-dimethyl-3-(3-nitro-phenyl)-butyric acid methyl ester and tert-butyl [(methylamino)carbonothioyl]carbamate, the product [(R)-1,4,5,5-tetramethyl-4-(3-nitro-phenyl)-6-oxo-1,4,5,6-tetrahydro-pyrimidin-2-yl]-carbamic acid tert-butyl ester was obtained as a white solid. MS (ESI): m/z=391.3 [M+H]+.

出典と根拠

ORDレコード: ord-8f4bfc8d3e4f4d0fa32c2f56432a6e85
出典データセット: uspto-grants-2014_08
DOI: 10.6084/m9.figshare.5104873.v1
特許番号: US08815881B2

反応ノート

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