Sodium Bicarbonate → N-Cyclohexyl-3-(3-((4-(2-methylthiazole-4-carbonyl)-1-oxa-4,9-diazaspiro[5.5]undecan-9-yl)methyl)phenethoxy)-N-(2-oxoethyl)propanamide

HRID 446464ノート

反応式

HRID 446464 の反応式
[CH:1]1([N:7]([CH2:41][CH:42](OC)[O:43]C)[C:8](=[O:40])[CH2:9][CH2:10][O:11][CH2:12][CH2:13][C:14]2[CH:19]=[CH:18][CH:17]=[C:16]([CH2:20][N:21]3[CH2:39][CH2:38][C:24]4([O:29][CH2:28][CH2:27][N:26]([C:30]([C:32]5[N:33]=[C:34]([CH3:37])[S:35][CH:36]=5)=[O:31])[CH2:25]4)[CH2:23][CH2:22]3)[CH:15]=2)[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1.C(=O)(O)[O-].[Na+]>C(Cl)Cl>[CH:1]1([N:7]([CH2:41][CH:42]=[O:43])[C:8](=[O:40])[CH2:9][CH2:10][O:11][CH2:12][CH2:13][C:14]2[CH:19]=[CH:18][CH:17]=[C:16]([CH2:20][N:21]3[CH2:39][CH2:38][C:24]4([O:29][CH2:28][CH2:27][N:26]([C:30]([C:32]5[N:33]=[C:34]([CH3:37])[S:35][CH:36]=5)=[O:31])[CH2:25]4)[CH2:23][CH2:22]3)[CH:15]=2)[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1

参加物

4

反応物 2

HCID 516892Sodium BicarbonateHCID 57989141N-Cyclohexyl-N-(2,2-dimethoxyethyl)-3-(3-((4-(2-methylthiazole-4-carbonyl)-1-oxa-4,9-diazaspiro[5.5]undecan-9-yl)methyl)phenethoxy)propanamide

生成物 1

HCID 57989266N-Cyclohexyl-3-(3-((4-(2-methylthiazole-4-carbonyl)-1-oxa-4,9-diazaspiro[5.5]undecan-9-yl)methyl)phenethoxy)-N-(2-oxoethyl)propanamide

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

Tosic acid monohydrate (1.38 g) was added to a solution of N-cyclohexyl-N-(2,2-dimethoxyethyl)-3-(3-((4-(2-methylthiazole-4-carbonyl)-1-oxa-4,9-diazaspiro[5.5]undecan-9-yl)methyl)phenethoxy)propanamide (0.68 g) in DCM (10 mL) and the resulting mixture stirred at RT until consumption of the acetal was complete (4 h). Saturated sodium bicarbonate solution (10 mL) was cautiously added and the mixture was stirred until bubbling ceased (10 min). The reaction mixture was diluted with DCM (50 mL) and the aqueous phase separated. The organic phase was washed with saturated sodium bicarbonate solution (2×20 mL) and brine (20 mL), dried over sodium sulphate, filtered and evaporated to give the subtitled compound as a gum. Yield 0.61 g.

後処理

  1. custom(4 h)
  2. customuntil bubbling
  3. custom(10 min)
  4. additionThe reaction mixture was diluted with DCM (50 mL)
  5. customthe aqueous phase separated
  6. washThe organic phase was washed with saturated sodium bicarbonate solution (2×20 mL) and brine (20 mL)
  7. dry with materialdried over sodium sulphate
  8. filtrationfiltered
  9. customevaporated

出典と根拠

ORDレコード
ord-73f46f94d2d0411094377d39ea6edd6e
出典データセット
uspto-grants-2013_07
特許番号
US08476265B2

反応ノート

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