N-(tert-Butoxycarbonyl)-1,5-diaminopentane → Tert-butyl (5-((2-chloroethyl)sulfonamido)pentyl)carbamate

HRID 871218

反応式

HRID 871218 の反応式
[C:1]([O:5][C:6]([NH:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][NH2:14])=[O:7])([CH3:4])([CH3:3])[CH3:2].C(N(CC)CC)C.[Cl:22][CH2:23][CH2:24][S:25](Cl)(=[O:27])=[O:26]>ClCCl>[C:1]([O:5][C:6]([NH:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][NH:14][S:25]([CH2:24][CH2:23][Cl:22])(=[O:27])=[O:26])=[O:7])([CH3:4])([CH3:3])[CH3:2]

参加物

5

反応物 3

HCID 4352N-(tert-Butoxycarbonyl)-1,5-diaminopentaneHCID 8471TriethylamineHCID 15385Ethanesulfonylchloride, 2-chloro-

生成物 1

HCID 86594118Tert-butyl (5-((2-chloroethyl)sulfonamido)pentyl)carbamate収率 100%

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

To a stirred solution of 5-(tert-butoxycarbonylamino)pentylamine (1.00 g, 4.94 mmol) and triethylamine (689 μL, g, 4.94 mmol) in dichloromethane (22 mL) at 0° C. was added 2-chloro-1-ethanesulfonyl chloride (470 μL, 4.50 mmol). The reaction mixture was stirred for 2 h at room temperature and then washed with saturated aqueous sodium bicarbonate solution (15 mL). The organic layer was dried (Na2SO4) and the solvent was removed under reduced pressure to give the title compound (100% yield), which was used in the next step without further purification.

後処理

  1. washwashed with saturated aqueous sodium bicarbonate solution (15 mL)
  2. dry with materialThe organic layer was dried (Na2SO4)
  3. customthe solvent was removed under reduced pressure

出典と根拠

ORDレコード
ord-8c33b2018a3447b5a2d47559ed4e8ca8
出典データセット
uspto-grants-2015_03
特許番号
US08969571B2

関連ノート

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