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Water → 4-(tert-butyl-dimethyl-silanyloxy)-3-({7-[(naphthalene-2-carbonyl)-amino]-6-oxo-1,3,4,6,7,8,11,11a-octahydro-2H-pyrido[1,2-a]azocine-4-carbonyl}-amino)-butyric Acid

HRID 722747
ノート
印刷プレビュー

反応式

HRID 722747 の反応式
C([O:8][C:9](=[O:50])[CH2:10][CH:11]([NH:21][C:22]([CH:24]1[N:29]2[C:30](=[O:49])[CH:31]([NH:36][C:37]([C:39]3[CH:48]=[CH:47][C:46]4[C:41](=[CH:42][CH:43]=[CH:44][CH:45]=4)[CH:40]=3)=[O:38])[CH2:32][CH:33]=[CH:34][CH2:35][CH:28]2[CH2:27][CH2:26][CH2:25]1)=[O:23])[CH2:12][O:13][Si:14]([C:17]([CH3:20])([CH3:19])[CH3:18])([CH3:16])[CH3:15])C1C=CC=CC=1.O>CO.[OH-].[Na+]>[C:17]([Si:14]([CH3:16])([CH3:15])[O:13][CH2:12][CH:11]([NH:21][C:22]([CH:24]1[N:29]2[C:30](=[O:49])[CH:31]([NH:36][C:37]([C:39]3[CH:48]=[CH:47][C:46]4[C:41](=[CH:42][CH:43]=[CH:44][CH:45]=4)[CH:40]=3)=[O:38])[CH2:32][CH:33]=[CH:34][CH2:35][CH:28]2[CH2:27][CH2:26][CH2:25]1)=[O:23])[CH2:10][C:9]([OH:50])=[O:8])([CH3:19])([CH3:18])[CH3:20]
参加物実験手順後処理出典と根拠反応ノート

参加物

5

反応物 2

HCID 962WaterHCID 696596654-(tert-Butyl-dimethyl-silanyloxy)-3-({7-[(naphthalene-2-carbonyl)-amino]-6-oxo-1,3,4,6,7,8,11,11a-octahydro-2H-pyrido[1,2-a]azocine-4-carbonyl}-amino)-butyric Acid Benzyl Ester

生成物 1

HCID 696601414-(tert-butyl-dimethyl-silanyloxy)-3-({7-[(naphthalene-2-carbonyl)-amino]-6-oxo-1,3,4,6,7,8,11,11a-octahydro-2H-pyrido[1,2-a]azocine-4-carbonyl}-amino)-butyric Acid

試薬・触媒・溶媒 2

HCID 887Methanol
溶媒
HCID 14798Sodium Hydroxide溶媒2 回

実験手順

4-(tert-Butyl-dimethyl-silanyloxy)-3-({7-[(naphthalene-2-carbonyl)-amino]-6-oxo-1,3,4,6,7,8,11,11a-octahydro-2H-pyrido[1,2-a]azocine-4-carbonyl}-amino)-butyric acid benzyl ester, 114, (0.52 gm) is dissolved in 10 mL methanol, to which 1.73 mL of 1N aqueous sodium hydroxide is added at RT. The reaction is stirred for 5 h and a second aliquot (0.7 mL) of 1N sodium hydroxide solution is added. The reaction is allowed to proceed for 18 h at RT. Water is added and the mixture is extracted three times with diethyl ether. The aqueous layer is then acidified to pH ˜3 with 10% aqueous citric acid, and extracted with ethyl acetate. The organic layer is washed with saturated aqueous sodium chloride, dried over sodium sulfate powder, and concentrated in vauo to afford the desired product.

後処理

  1. additionis added at RT
  2. waitto proceed for 18 h at RT
  3. extractionthe mixture is extracted three times with diethyl ether
  4. extractionextracted with ethyl acetate
  5. washThe organic layer is washed with saturated aqueous sodium chloride
  6. dry with materialdried over sodium sulfate powder
  7. concentrationconcentrated in vauo

出典と根拠

ORDレコード
ord-bbb63866c9ba4920964a4f6ca35ec132
出典データセット
uspto-grants-2006_11
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US07138395B2

反応ノート

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