4-Nitro-L-phenylalanine methyl ester → 4-Amino-L-phenylalanine methyl ester

HRID 618352노트

반응식

HRID 618352 반응식
[CH3:1][O:2][C:3](=[O:16])[C@H:4]([CH2:6][C:7]1[CH:12]=[CH:11][C:10]([N+:13]([O-])=O)=[CH:9][CH:8]=1)[NH2:5]>CO.[Pd]>[CH3:1][O:2][C:3](=[O:16])[C@H:4]([CH2:6][C:7]1[CH:8]=[CH:9][C:10]([NH2:13])=[CH:11][CH:12]=1)[NH2:5]

참가 물질

4

반응물 1

HCID 74082814-Nitro-L-phenylalanine methyl ester

생성물 1

HCID 206108304-Amino-L-phenylalanine methyl ester수율 102.3%

시약·촉매·용매 2

HCID 23938Palladium촉매HCID 887Methanol용매

실험 절차

To the product from Step A (5.08 g) in MeOH (75 mL) was added 10% Pd/C (900 mg) in a Parr bottle. This was then shaken on a Parr shaker under 50 psi H2 at room temperature for 4.5 hours. The catalyst was filtered through celite, the solvent removed under vacuum and the crude product purified by reverse phase preparatory HPLC to yield 4.5 g of p-amino-phenylalanine methyl ester, N-isobutyl carbamate, trifluoroacetate as a hygroscopic yellow solid.

후처리

  1. filtrationThe catalyst was filtered through celite
  2. customthe solvent removed under vacuum
  3. customthe crude product purified by reverse phase preparatory HPLC

출처 및 근거

ORD 기록
ord-f1c79c95b01e46d1a72341d717ab9e1b
출처 데이터셋
uspto-grants-1999_09
특허 번호
US05952381

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