(R)-3-(2-(2-(tert-Butyldimethylsilyloxy)-2-(8-hydroxy-2-oxo-1,2-dihydroquinolin-5-yl)ethylamino)-2-methylpropyl)benzaldehyde → (R)-5-(1-(tert-Butyldimethylsilyloxy)-2-(1-(3-((4-(5-isopropylthiophene-3-carbonyl)-1-oxa-4,9-diazaspiro[5.5]undecan-9-yl)methyl)phenyl)-2-methylpropan-2-ylamino)ethyl)-8-hydroxyquinolin-2(1H)-one

HRID 471292ノート

反応式

HRID 471292 の反応式
[Si:1]([O:8][C@H:9]([C:24]1[CH:33]=[CH:32][C:31]([OH:34])=[C:30]2[C:25]=1[CH:26]=[CH:27][C:28](=[O:35])[NH:29]2)[CH2:10][NH:11][C:12]([CH3:23])([CH3:22])[CH2:13][C:14]1[CH:15]=[C:16]([CH:19]=[CH:20][CH:21]=1)[CH:17]=O)([C:4]([CH3:7])([CH3:6])[CH3:5])([CH3:3])[CH3:2].[CH:36]([C:39]1[S:43][CH:42]=[C:41]([C:44]([N:46]2[CH2:51][C:50]3([CH2:56][CH2:55][NH:54][CH2:53][CH2:52]3)[O:49][CH2:48][CH2:47]2)=[O:45])[CH:40]=1)([CH3:38])[CH3:37]>>[Si:1]([O:8][C@H:9]([C:24]1[CH:33]=[CH:32][C:31]([OH:34])=[C:30]2[C:25]=1[CH:26]=[CH:27][C:28](=[O:35])[NH:29]2)[CH2:10][NH:11][C:12]([CH3:23])([CH3:22])[CH2:13][C:14]1[CH:21]=[CH:20][CH:19]=[C:16]([CH2:17][N:54]2[CH2:53][CH2:52][C:50]3([O:49][CH2:48][CH2:47][N:46]([C:44]([C:41]4[CH:40]=[C:39]([CH:36]([CH3:38])[CH3:37])[S:43][CH:42]=4)=[O:45])[CH2:51]3)[CH2:56][CH2:55]2)[CH:15]=1)([C:4]([CH3:5])([CH3:6])[CH3:7])([CH3:3])[CH3:2]

参加物

3

反応物 2

HCID 57989117(R)-3-(2-(2-(tert-Butyldimethylsilyloxy)-2-(8-hydroxy-2-oxo-1,2-dihydroquinolin-5-yl)ethylamino)-2-methylpropyl)benzaldehydeHCID 57989215(5-Isopropylthiophen-3-yl)(1-oxa-4,9-diazaspiro[5.5]undecan-4-yl)methanone

生成物 1

HCID 57989329(R)-5-(1-(tert-Butyldimethylsilyloxy)-2-(1-(3-((4-(5-isopropylthiophene-3-carbonyl)-1-oxa-4,9-diazaspiro[5.5]undecan-9-yl)methyl)phenyl)-2-methylpropan-2-ylamino)ethyl)-8-hydroxyquinolin-2(1H)-one

実験手順

The subtitled compound was prepared using a similar method to that described in Example 14, step b) using (R)-3-(2-(2-(tert-butyldimethylsilyloxy)-2-(8-hydroxy-2-oxo-1,2-dihydroquinolin-5-yl)ethylamino)-2-methylpropyl)benzaldehyde (0.32 g) (Example 275, step h) and (5-isopropylthiophen-3-yl)(1-oxa-4,9-diazaspiro[5.5]undecan-4-yl)methanone (0.21 g) (Example 275, step i)). The crude product was purified by flash silica chromatography, 8% methanol in dichloromethane with 1% 880 aqueous ammonia. Pure fractions were evaporated to dryness to afford the subtitled compound. Yield 0.31 g.

後処理

  1. customThe subtitled compound was prepared
  2. customThe crude product was purified by flash silica chromatography, 8% methanol in dichloromethane with 1% 880 aqueous ammonia
  3. customPure fractions were evaporated to dryness

出典と根拠

ORDレコード
ord-6379a9ad7b5441dd86c801ddc7dd9cd0
出典データセット
uspto-grants-2014_01
特許番号
US08629271B2

反応ノート

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