4-Methylmorpholine → N-(t-butyloxy)-2(R)-[[4-methoxybenzenesulfonyl](benzyl)amino]-6-(N,N-dimethylamino) hexanamide

HRID 1720593

反応式

HRID 1720593 の反応式
[Li+].[CH3:2][O:3][C:4]1[CH:9]=[CH:8][C:7]([S:10]([N:13]([CH2:25][C:26]2[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=2)[C@H:14]([CH2:18][CH2:19][CH2:20][CH2:21][N:22]([CH3:24])[CH3:23])[C:15]([O-])=[O:16])(=[O:12])=[O:11])=[CH:6][CH:5]=1.CN1CCOCC1.O.ON1C2C=CC=CC=2N=N1.Cl.[C:51]([O:55][NH2:56])([CH3:54])([CH3:53])[CH3:52].Cl.CN(CCCN=C=NCC)C>C(Cl)Cl>[C:51]([O:55][NH:56][C:15](=[O:16])[C@H:14]([N:13]([S:10]([C:7]1[CH:8]=[CH:9][C:4]([O:3][CH3:2])=[CH:5][CH:6]=1)(=[O:12])=[O:11])[CH2:25][C:26]1[CH:27]=[CH:28][CH:29]=[CH:30][CH:31]=1)[CH2:18][CH2:19][CH2:20][CH2:21][N:22]([CH3:23])[CH3:24])([CH3:54])([CH3:53])[CH3:52]

参加物

7

反応物 5

HCID 79724-MethylmorpholineHCID 27239391,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochlorideHCID 2777906O-tert-butylhydroxylamine hydrochlorideHCID 27960291-Hydroxybenzotriazole hydrateHCID 700596162(R)-[[4-methoxybenzenesulfonyl](benzyl)amino]-6-(N,N-dimethylamino) hexanoic acid lithium salt

生成物 1

HCID 10625382N-(t-butyloxy)-2(R)-[[4-methoxybenzenesulfonyl](benzyl)amino]-6-(N,N-dimethylamino) hexanamide

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒2 回

実験手順

To a solution of 2(R)-[[4-methoxybenzenesulfonyl](benzyl)amino]-6-(N,N-dimethylamino) hexanoic acid lithium salt (4.42 g, 10.18 mmol) in methylene chloride (100 mL) containing N-methylmorpholine (6.73 mL, 61.06 mmol), 1-hydroxybenzotriazole monohydrate (1.64 g, 10.687 mmol) and O-t-butylhydroxyl amine hydrochloride (1.41 g, 11.20 mmol) is added N-[dimethylaminopropyl]-N'-ethylcarbodiimide hydrochloride (3.90 g, 20.36 mmol) at 0° C. The reaction mixture is allowed to warm to room temperature and stirring is continued overnight. The mixture is diluted with methylene chloride, washed with saturated sodium bicarbonate, then with brine, dried (Na2SO4) and the solvent is evaporated. The crude product is purified by silica gel chromatography (10:1:0.5 ethyl acetate/methanol/ammonium hydroxide) to provide N-(t-butyloxy)-2(R)-[[4-methoxybenzenesulfonyl](benzyl)amino]-6-(N,N-dimethylamino) hexanamide.

後処理

  1. washwashed with saturated sodium bicarbonate
  2. dry with materialwith brine, dried (Na2SO4)
  3. customthe solvent is evaporated
  4. customThe crude product is purified by silica gel chromatography (10:1:0.5 ethyl acetate/methanol/ammonium hydroxide)

出典と根拠

ORDレコード
ord-363a7ad8bd164a84a7d3ea3be34c99c8
出典データセット
uspto-grants-1996_04
特許番号
US05506242

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