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tert-Butanol → N-[5-(N-tert-butoxycarbonylsulfamoylamino)-4,6-dimethyl-1-octylindolin-7-yl]-2,2-dimethylpropanamide

HRID 33599
ノート
印刷プレビュー

反応式

HRID 33599 の反応式
[C:1]([OH:5])([CH3:4])([CH3:3])[CH3:2].Cl[S:7]([N:10]=[C:11]=[O:12])(=[O:9])=[O:8].[NH2:13][C:14]1[C:15]([CH3:39])=[C:16]2[C:20](=[C:21]([NH:24][C:25](=[O:30])[C:26]([CH3:29])([CH3:28])[CH3:27])[C:22]=1[CH3:23])[N:19]([CH2:31][CH2:32][CH2:33][CH2:34][CH2:35][CH2:36][CH2:37][CH3:38])[CH2:18][CH2:17]2.C(N(CC)CC)C>C(Cl)Cl>[C:1]([O:5][C:11]([NH:10][S:7]([NH:13][C:14]1[C:15]([CH3:39])=[C:16]2[C:20](=[C:21]([NH:24][C:25](=[O:30])[C:26]([CH3:28])([CH3:29])[CH3:27])[C:22]=1[CH3:23])[N:19]([CH2:31][CH2:32][CH2:33][CH2:34][CH2:35][CH2:36][CH2:37][CH3:38])[CH2:18][CH2:17]2)(=[O:9])=[O:8])=[O:12])([CH3:4])([CH3:3])[CH3:2]
参加物実験手順後処理出典と根拠反応ノート

参加物

6

反応物 4

HCID 6386tert-ButanolHCID 8471TriethylamineHCID 70918Chlorosulfonyl isocyanateHCID 23075425N-(5-Amino-4,6-dimethyl-1-octylindolin-7-yl)-2,2-dimethylpropanamide

生成物 1

HCID 23075439N-[5-(N-tert-butoxycarbonylsulfamoylamino)-4,6-dimethyl-1-octylindolin-7-yl]-2,2-dimethylpropanamide

試薬・触媒・溶媒 1

HCID 6344
Dichloromethane
溶媒
2 回

実験手順

tert-Butanol (0.85 mL) was dissolved in methylene chloride (17 mL) and chlorosulfonyl isocyanate (0.77 mL) was added at −18° C. The mixture was stirred at the same temperature for 30 min and N-(5-amino-4,6-dimethyl-1-octylindolin-7-yl)-2,2-dimethylpropanamide (1.66 g) and triethylamine (1.24 mL) were added. The mixture was further stirred at −5° C. for 30 min. Methylene chloride (50 mL) was added, and the mixture was washed successively with 10% aqueous citric acid, saturated aqueous sodium hydrogencarbonate, and then saturated brine (50 mL) and dried over sodium sulfate. Then, methylene chloride was evaporated under reduced pressure. The obtained residue was purified by silica gel column chromatography to give the title compound as crystals (1.9 g).

後処理

  1. stirringThe mixture was further stirred at −5° C. for 30 min
  2. washthe mixture was washed successively with 10% aqueous citric acid, saturated aqueous sodium hydrogencarbonate
  3. dry with materialsaturated brine (50 mL) and dried over sodium sulfate
  4. customThen, methylene chloride was evaporated under reduced pressure
  5. customThe obtained residue was purified by silica gel column chromatography

出典と根拠

ORDレコード
ord-bb2f4849cf9745ecbfbe67d605536b76
出典データセット
uspto-grants-2008_09
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US07429612B2

反応ノート

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