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

反応式

CO[C:3](=[O:20])[C:4]([CH3:19])([CH3:18])[C@:5]([NH2:17])([C:7]1[CH:12]=[C:11]([N+:13]([O-:15])=[O:14])[CH:10]=[CH:9][C:8]=1[F:16])[CH3:6].[CH3:21][NH:22][C:23]([NH:25][C:26](=[O:32])[O:27][C:28]([CH3:31])([CH3:30])[CH3:29])=S>>[C:28]([O:27][C:26](=[O:32])[NH:25][C:23]1[N:22]([CH3:21])[C:3](=[O:20])[C:4]([CH3:18])([CH3:19])[C@:5]([C:7]2[CH:12]=[C:11]([N+:13]([O-:15])=[O:14])[CH:10]=[CH:9][C:8]=2[F:16])([CH3:6])[N:17]=1)([CH3:31])([CH3:30])[CH3:29]

参加物

反応物 2

HCID 57496573tert-butyl N-(methylcarbamothioyl)carbamate

HCID 57496580(S)-3-amino-3-(2-fluoro-5-nitro-phenyl)-2,2-dimethyl-butyric acid methyl ester

生成物 1

HCID 57497149[(S)-4-(2-fluoro-5-nitro-phenyl)-1,4,5,5-tetramethyl-6-oxo-1,4,5,6-tetrahydro-pyrimidin-2-yl]-carbamic acid tert-butyl ester

実験手順

Starting from (S)-3-amino-3-(2-fluoro-5-nitro-phenyl)-2,2-dimethyl-butyric acid methyl ester and tert-butyl [(methylamino)carbonothioyl]carbamate, the product [(S)-4-(2-fluoro-5-nitro-phenyl)-1,4,5,5-tetramethyl-6-oxo-1,4,5,6-tetrahydro-pyrimidin-2-yl]-carbamic acid tert-butyl ester was obtained as pale yellow oil. MS (ESI): m/z=407.3 [M−H]−.

出典と根拠

ORDレコード: ord-c4066e53b43b4e46961de848910f2c6f
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

読み込み中…