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

HRID 358770노트

반응식

HRID 358770 반응식
[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

참가 물질

6

반응물 4

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

생성물 1

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

시약·촉매·용매 1

HCID 6344Dichloromethane용매2회

실험 절차

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).

후처리

  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)

출처 및 근거

ORD 기록
ord-93af9458b13747c092572329087f930c
출처 데이터셋
uspto-grants-1991_03
특허 번호
US04997836

반응 노트

불러오는 중…