2-Naphthalenesulfonyl chloride → N-(2-naphthylsulfonyl)-glycine t-butyl ester

HRID 234858

反応式

HRID 234858 の反応式
C(N(CC)CC)C.Cl.[C:9]([O:13][C:14](=[O:17])[CH2:15][NH2:16])([CH3:12])([CH3:11])[CH3:10].[CH:18]1[C:27]2[C:22](=[CH:23][CH:24]=[CH:25][CH:26]=2)[CH:21]=[CH:20][C:19]=1[S:28](Cl)(=[O:30])=[O:29]>C(Cl)Cl.CCOCC>[C:9]([O:13][C:14](=[O:17])[CH2:15][NH:16][S:28]([C:19]1[CH:20]=[CH:21][C:22]2[C:27](=[CH:26][CH:25]=[CH:24][CH:23]=2)[CH:18]=1)(=[O:30])=[O:29])([CH3:12])([CH3:11])[CH3:10]

参加物

6

反応物 3

HCID 71252-Naphthalenesulfonyl chlorideHCID 8471TriethylamineHCID 2725036Glycine tert-butyl ester hydrochloride

生成物 1

HCID 19081114N-(2-naphthylsulfonyl)-glycine t-butyl ester収率 87.3%

試薬・触媒・溶媒 2

HCID 3283Diethyl Ether溶媒HCID 6344Dichloromethane溶媒

実験手順

14.4 ml of triethylamine are added dropwise to 6.91 g of glycine t-butyl ester hydrochloride and 12.1 g of 2-naphthylsulfonyl chloride in 70 ml of methylene chloride. The reaction mixture is subsequently diluted with 200 ml of ether. The organic phase is washed with 1N hydrochloric acid and with water. After drying and evaporation the residue is suspended in ether and suction filtered. After drying the crystals there are obtained 11.57 g of N-(2-naphthylsulfonyl)-glycine t-butyl ester, Rf=0.49 (ether/hexane 2:1).

後処理

  1. washThe organic phase is washed with 1N hydrochloric acid and with water
  2. customAfter drying
  3. customevaporation the residue
  4. filtrationsuction filtered
  5. customAfter drying the crystals

出典と根拠

ORDレコード
ord-7fa574b4aaf4498698e4bf2bd37d5b9d
出典データセット
uspto-grants-1997_01
特許番号
US05595999

関連ノート

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