(S)-2-((tert-butoxycarbonyl)amino)-3-(2-nitrophenoxy)propanoic acid → (S)-3-(2-aminophenoxy)-2-((tert-butoxycarbonyl)amino)propanoic acid

HRID 464826노트

반응식

HRID 464826 반응식
[N+:1]([C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][C:5]=1[O:10][CH2:11][C@@H:12]([C:21]([OH:23])=[O:22])[NH:13][C:14]([O:16][C:17]([CH3:20])([CH3:19])[CH3:18])=[O:15])([O-])=O.[H][H]>CO.[C].[Pd]>[NH2:1][C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][C:5]=1[O:10][CH2:11][C@@H:12]([C:21]([OH:23])=[O:22])[NH:13][C:14]([O:16][C:17]([CH3:18])([CH3:19])[CH3:20])=[O:15]

참가 물질

5

반응물 2

HCID 18599736(S)-2-((tert-butoxycarbonyl)amino)-3-(2-nitrophenoxy)propanoic acidHCID 178418361HCID 178418361, 화합물

생성물 1

HCID 18599735(S)-3-(2-aminophenoxy)-2-((tert-butoxycarbonyl)amino)propanoic acid수율 84.4%

시약·촉매·용매 2

HCID 178418390HCID 178418390, 화합물촉매HCID 887Methanol용매

실험 절차

In 500 ml of methanol is dissolved 30 g of O-(o-nitrophenyl)-Boc-L-serine obtained in Example 1, and catalytic reduction is conducted in a stream of hydrogen at ordinary temperature and at atmospheric pressure with 1 g of 10% palladium-carbon used as a catalyst. The catalyst is filtered off, and the filtrate is concentrated under reduced pressure. The resulting residue is recrystallized from ethyl acetate to give 23 g of O-(o-aminophenyl)-Boc-L-serine as colorless crystals, melting at 90°-91° C.

후처리

  1. filtrationThe catalyst is filtered off
  2. concentrationthe filtrate is concentrated under reduced pressure
  3. customThe resulting residue is recrystallized from ethyl acetate

출처 및 근거

ORD 기록
ord-20065f82d041476dad9beef551d1a27a
출처 데이터셋
uspto-grants-1985_10
특허 번호
US04548932

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