Sodium cyanoborohydride → HCID 11427314、化合物

HRID 2238603ノート

反応式

HRID 2238603 の反応式
Cl.[CH3:2][NH:3][C:4](=[O:8])[C@H:5]([CH3:7])[NH2:6].C([BH3-])#N.[Na+].[CH2:13]([CH:20]1[C:24]2[CH:25]=[C:26]([CH:29]=O)[CH:27]=[CH:28][C:23]=2[O:22][CH2:21]1)[C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1>CO>[CH2:13]([CH:20]1[C:24]2[CH:25]=[C:26]([CH2:29][NH:6][CH:5]([CH3:7])[C:4]([NH:3][CH3:2])=[O:8])[CH:27]=[CH:28][C:23]=2[O:22][CH2:21]1)[C:14]1[CH:15]=[CH:16][CH:17]=[CH:18][CH:19]=1

参加物

5

反応物 3

HCID 5003444Sodium cyanoborohydrideHCID 18595779(2S)-2-amino-N-methylpropanamide hydrochlorideHCID 23081980HCID 23081980、化合物

生成物 1

HCID 11427314HCID 11427314、化合物収率 50%

試薬・触媒・溶媒 1

HCID 887Methanol溶媒2 回

実験手順

To a solution of (S)-N-methyl-alaninamide hydrochloride (0.50 g, 3.6 mmol) in methanol (10 ml), in the presence of molecular sieves (1.00 g), sodium cyanoborohydride (0.44 g, 6.9 mmol) and a solution of 3-benzyl-2,3-dihydro-1-benzofuran-5-carbaldehyde (0.75 g, 3.6 mmol) in methanol (10 ml) were added at room temperature. The reaction mixture was kept under stirring and an argon atmosphere for 12 h. Then, the solvent was evaporated under vacuum and the residue was purified by flash chromatography on silica gel (ethyl acetate) affording 0.58 g of title compound (50% yield).

後処理

  1. customThen, the solvent was evaporated under vacuum
  2. customthe residue was purified by flash chromatography on silica gel (ethyl acetate)

出典と根拠

ORDレコード
ord-ca04dc43a35246bebe3015f5f409b7d5
出典データセット
uspto-grants-2010_05
特許番号
US07718815B2

反応ノート

読み込み中…