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

反応式

HRID 1294579 の反応式
[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]

参加物

4

反応物 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

生成物 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 Ester収率 89.8%

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

実験手順

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).

後処理

  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

出典と根拠

ORDレコード
ord-67eb260948ba40f785b3601cea271b8b
出典データセット
uspto-grants-2007_07
特許番号
US07241770B2

関連ノート

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