Sodium cyanoborohydride → HCID 11427314, 화합물

HRID 2238603노트

반응식

HRID 2238603 반응식
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

참가 물질

5

반응물 3

HCID 5003444Sodium cyanoborohydrideHCID 18595779(2S)-2-amino-N-methylpropanamide hydrochlorideHCID 23081980HCID 23081980, 화합물

생성물 1

HCID 11427314HCID 11427314, 화합물수율 50%

시약·촉매·용매 1

HCID 887Methanol용매2회

실험 절차

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).

후처리

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

출처 및 근거

ORD 기록
ord-ca04dc43a35246bebe3015f5f409b7d5
출처 데이터셋
uspto-grants-2010_05
특허 번호
US07718815B2

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