Tetrahydrofuran → N-(2-{3-({(3R)-1-(2-methylbutyl)-3-piperidyl}methyl)amino-3-oxopropyl}amino-2-oxoethyl)-3,3,3-triphenylpropanamide

HRID 394010

反応式

HRID 394010 の反応式
Cl.[NH:2]1[CH2:7][CH2:6][CH2:5][C@H:4]([CH2:8][NH:9][C:10](=[O:40])[CH2:11][CH2:12][NH:13][C:14](=[O:39])[CH2:15][NH:16][C:17](=[O:38])[CH2:18][C:19]([C:32]2[CH:37]=[CH:36][CH:35]=[CH:34][CH:33]=2)([C:26]2[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=2)[C:20]2[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=2)[CH2:3]1.C(O[BH-](O[C:51](=O)[CH3:52])OC(=O)C)(=O)C.[Na+].O1C[CH2:58][CH2:57][CH2:56]1>CC(CC)C=O.C(OCC)(=O)C>[CH3:56][CH:57]([CH2:51][CH3:52])[CH2:58][N:2]1[CH2:7][CH2:6][CH2:5][C@H:4]([CH2:8][NH:9][C:10](=[O:40])[CH2:11][CH2:12][NH:13][C:14](=[O:39])[CH2:15][NH:16][C:17](=[O:38])[CH2:18][C:19]([C:20]2[CH:21]=[CH:22][CH:23]=[CH:24][CH:25]=2)([C:26]2[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=2)[C:32]2[CH:37]=[CH:36][CH:35]=[CH:34][CH:33]=2)[CH2:3]1

参加物

6

反応物 3

HCID 8028TetrahydrofuranHCID 5049666Sodium triacetoxyborohydrideHCID 69100303N-(2-{3-((3S)-3-piperidylmethyl)amino-3-oxopropyl}amino-2-oxoethyl)-3,3,3-triphenylpropanamide monohydrochloride

生成物 1

HCID 69100040N-(2-{3-({(3R)-1-(2-methylbutyl)-3-piperidyl}methyl)amino-3-oxopropyl}amino-2-oxoethyl)-3,3,3-triphenylpropanamide

試薬・触媒・溶媒 2

HCID 72842-Methylbutanal溶媒HCID 8857Ethyl Acetate溶媒

実験手順

To a solution of 200 mg of N-(2-{3-((3S)-3-piperidylmethyl)amino-3-oxopropyl}amino-2-oxoethyl)-3,3,3-triphenylpropanamide monohydrochloride in 10 ml of tetrahydrofuran, 0.10 ml of 2-methylbutanal and 230 mg of sodium triacetoxyborohydride were successively added at room temperature, followed by 2 hours' stirring at the same temperature. The reaction liquid was diluted with ethyl acetate, washed successively with saturated aqueous sodium bicarbonate solution and saturated saline solution, and dried over anhydrous magnesium sulfate. The solvent was distilled off under reduced pressure and the resultant residue was purified by means of silica gel column chromatography (eluting solvent: chloroform/methanol=19/1-4/1), to provide 158 mg of the title compound as a colorless solid.

後処理

  1. customThe reaction liquid
  2. washwashed successively with saturated aqueous sodium bicarbonate solution and saturated saline solution
  3. dry with materialdried over anhydrous magnesium sulfate
  4. distillationThe solvent was distilled off under reduced pressure
  5. customthe resultant residue was purified by means of silica gel column chromatography (eluting solvent: chloroform/methanol=19/1-4/1)

出典と根拠

ORDレコード
ord-1e93484a2b194065a30dcb7bf9e66e42
出典データセット
uspto-grants-2004_10
特許番号
US06809108B1

関連ノート

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