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L-Phenylalanine → 2-[(2-naphthylsulfonyl)amino]-3-phenylpropanoic acid

HRID 565583
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HRID 565583 반응식
[CH:1]1[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[CH:4]=[CH:3][C:2]=1[S:11](Cl)(=[O:13])=[O:12].[OH-].[Na+].[NH2:17][C@H:18]([C:26]([OH:28])=[O:27])[CH2:19][C:20]1[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=1>ClCCl.O>[CH:1]1[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[CH:4]=[CH:3][C:2]=1[S:11]([NH:17][CH:18]([CH2:19][C:20]1[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=1)[C:26]([OH:28])=[O:27])(=[O:13])=[O:12]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

6

반응물 3

HCID 6140L-PhenylalanineHCID 71252-Naphthalenesulfonyl chlorideHCID 14798Sodium Hydroxide2회

생성물 1

HCID 31259092-[(2-naphthylsulfonyl)amino]-3-phenylpropanoic acid

시약·촉매·용매 2

HCID 962Water용매2회HCID 6344Dichloromethane
용매

실험 절차

A solution of 7.6 mmol (1.71 g) of 2-naphthylsulphonyl chloride in 10 ml of dichloro-methane and a solution of 7.9 mmol (0.32 g) of sodium hydroxide in 10 ml of water are added slowly in succession to 7.6 mmol (1.25 g) of phenylalanine and 7.6 mmol (0.3 g) of sodium hydroxide in 10 ml of water. The reaction mixture is stirred for 1 hour at room temperature. After decanting, the aqueous phase is washed with dichloromethane and rendered acidic to pH=2 with a dilute hydrochloric acid solution. After extraction with dichloromethane, the organic phase is dried over sodium sulphate and concentrated to yield the expected product.

후처리

  1. customAfter decanting
  2. washthe aqueous phase is washed with dichloromethane
  3. extractionAfter extraction with dichloromethane
  4. dry with materialthe organic phase is dried over sodium sulphate
  5. concentrationconcentrated

출처 및 근거

ORD 기록
ord-ecabe397ce0a48ecbb671ddf5c3bfc5b
출처 데이터셋
uspto-grants-2001_01
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US06172108B2

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