8-[2-(6,6-Dimethyl-bicyclo[3.1.1]hept-2-yl)-ethyl]-3-(3-methylamino-propyl)-1-phenyl-1,3,8-triaza-spiro[4.5]decan-4-one → 4-{[(3-{8-[2-(6,6-Dimethyl-bicyclo(3.1.1]hept-2-yl)-ethyl]-4-oxo-1-phenyl-1,3,8-triaza-spiro[4.5]dec-3-yl} propyl)-methyl-amino]-methyl}-4-hydroxy-piperidine-1-carboxylic Acid Tert-Butyl Ester

HRID 1294579

반응식

HRID 1294579 반응식
[CH3:1][C:2]1([CH3:33])[CH:7]2[CH2:8][CH:3]1[CH2:4][CH2:5][CH:6]2[CH2:9][CH2:10][N:11]1[CH2:32][CH2:31][C:14]2([N:18]([C:19]3[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=3)[CH2:17][N:16]([CH2:25][CH2:26][CH2:27][NH:28][CH3:29])[C:15]2=[O:30])[CH2:13][CH2:12]1.[C:34]([O:38][C:39]([N:41]1[CH2:48][CH2:47][C:44]2([O:46][CH2:45]2)[CH2:43][CH2:42]1)=[O:40])([CH3:37])([CH3:36])[CH3:35]>C(O)C>[C:34]([O:38][C:39]([N:41]1[CH2:48][CH2:47][C:44]([CH2:45][N:28]([CH2:27][CH2:26][CH2:25][N:16]2[C:15](=[O:30])[C:14]3([CH2:13][CH2:12][N:11]([CH2:10][CH2:9][CH:6]4[CH2:5][CH2:4][CH:3]5[CH2:8][CH:7]4[C:2]5([CH3:1])[CH3:33])[CH2:32][CH2:31]3)[N:18]([C:19]3[CH:20]=[CH:21][CH:22]=[CH:23][CH:24]=3)[CH2:17]2)[CH3:29])([OH:46])[CH2:43][CH2:42]1)=[O:40])([CH3:37])([CH3:36])[CH3:35]

참가 물질

4

반응물 2

HCID 112363378-[2-(6,6-Dimethyl-bicyclo[3.1.1]hept-2-yl)-ethyl]-3-(3-methylamino-propyl)-1-phenyl-1,3,8-triaza-spiro[4.5]decan-4-oneHCID 22135564tert-Butyl 1-oxa-6-azaspiro(2.5)octane-6-carboxylate

생성물 1

HCID 589064604-{[(3-{8-[2-(6,6-Dimethyl-bicyclo(3.1.1]hept-2-yl)-ethyl]-4-oxo-1-phenyl-1,3,8-triaza-spiro[4.5]dec-3-yl} propyl)-methyl-amino]-methyl}-4-hydroxy-piperidine-1-carboxylic Acid Tert-Butyl Ester수율 89.8%

시약·촉매·용매 1

HCID 702Ethanol용매

실험 절차

2.6 g (5.74 mmol) of compound (24) was placed in a flask and diluted with 20 ml ethanol. To this solution was added 1.88 g (8.81 mmol) of the epoxide (32) and the mixture was heated to reflux until TLC showed complete conversion. For work-up the solvent was evaporated and the residue was taken up with ethyl acetate. After washing with aqueous potassium carbonate solution drying over sodium sulphate and concentration in vacuo the raw material was purified via flash column chromatography yielding a light yellow viscous oil (3.51 g, 5.15 mmol, 89.8% yield).

후처리

  1. temperaturethe mixture was heated
  2. temperatureto reflux until TLC
  3. customFor work-up the solvent was evaporated
  4. washAfter washing with aqueous potassium carbonate solution
  5. dry with materialdrying over sodium sulphate and concentration in vacuo the raw material
  6. customwas purified via flash column chromatography

출처 및 근거

ORD 기록
ord-67eb260948ba40f785b3601cea271b8b
출처 데이터셋
uspto-grants-2007_07
특허 번호
US07241770B2

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