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

HRID 257286

반응식

HRID 257286 반응식
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]

참가 물질

6

반응물 3

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

생성물 1

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

시약·촉매·용매 2

HCID 3283Diethyl Ether용매HCID 6344Dichloromethane용매

실험 절차

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).

후처리

  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

출처 및 근거

ORD 기록
ord-f33f5aa3d0b540eb971da46962ae82d5
출처 데이터셋
uspto-grants-1993_11
특허 번호
US05260307

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