Water → methyl 1-(2,3-dimethoxy-6,7-dihydro-5H-benzocyclohepten-8-ylcarbonyl)-4-tert-butoxycarbonylpiperazine-2-carboxylate

HRID 358770ノート

反応式

HRID 358770 の反応式
[CH3:1][O:2][C:3]1[C:4]([O:17][CH3:18])=[CH:5][C:6]2[CH2:12][CH2:11][CH2:10][C:9]([C:13](Cl)=[O:14])=[CH:8][C:7]=2[CH:16]=1.[C:19]([O:23][C:24]([N:26]1[CH2:31][CH2:30][NH:29][CH:28]([C:32]([O-:34])=[O:33])[CH2:27]1)=[O:25])([CH3:22])([CH3:21])[CH3:20].[CH2:35](N(CC)CC)C.O>ClCCl>[CH3:1][O:2][C:3]1[C:4]([O:17][CH3:18])=[CH:5][C:6]2[CH2:12][CH2:11][CH2:10][C:9]([C:13]([N:29]3[CH2:30][CH2:31][N:26]([C:24]([O:23][C:19]([CH3:22])([CH3:20])[CH3:21])=[O:25])[CH2:27][CH:28]3[C:32]([O:34][CH3:35])=[O:33])=[O:14])=[CH:8][C:7]=2[CH:16]=1

参加物

6

反応物 4

HCID 962WaterHCID 8471TriethylamineHCID 102649462,3-dimethoxy-6,7-dihydro-5H-benzocycloheptene-8-carbonylchlorideHCID 225929391,3-Piperazinedicarboxylic acid, 1-(1,1-dimethylethyl) ester

生成物 1

HCID 20066655methyl 1-(2,3-dimethoxy-6,7-dihydro-5H-benzocyclohepten-8-ylcarbonyl)-4-tert-butoxycarbonylpiperazine-2-carboxylate

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒2 回

実験手順

A solution of 2,3-dimethoxy-6,7-dihydro-5H-benzocycloheptene-8-carbonyl chloride (1.6 g) in dichloromethane (15 ml) is added dropwise, at 0° C. taking 3 minutes, to a mixture of 4-tert-butoxycarbonylpiperazine-2-carboxylate (1.8 g) obtained in Reference Example 16, triethylamine (1.3 g) and dichloromethane (20 ml). The reaction mixture is poured into water and extracted with dichloromethane. The organic layer is washed with water and dried, then the solvent is distilled off under reduced pressure. The residue is purified by means of a silica gel column chromatography (hexane:ethyl acetate:acetone=5:4:1) to afford methyl 1-(2,3-dimethoxy-6,7-dihydro-5H-benzocyclohepten-8-ylcarbonyl)-4-tert-butoxycarbonylpiperazine-2-carboxylate as a colorless oily product (2.8 g).

後処理

  1. extractionextracted with dichloromethane
  2. washThe organic layer is washed with water
  3. customdried
  4. distillationthe solvent is distilled off under reduced pressure
  5. customThe residue is purified by means of a silica gel column chromatography (hexane:ethyl acetate:acetone=5:4:1)

出典と根拠

ORDレコード
ord-93af9458b13747c092572329087f930c
出典データセット
uspto-grants-1991_03
特許番号
US04997836

反応ノート

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