trans-4-azido-N-tert-butoxycarbonyl-L-proline 3-quinolylamide → trans-4-Amino-N-tert-Butoxycarbonyl-L-Proline 3-Quinolylamide

HRID 2185402노트

반응식

HRID 2185402 반응식
[N:1]1[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[CH:4]=[C:3]([NH:11][C:12](=[O:28])[C@@H:13]2[CH2:17][C@@H:16]([N:18]=[N+]=[N-])[CH2:15][N:14]2[C:21]([O:23][C:24]([CH3:27])([CH3:26])[CH3:25])=[O:22])[CH:2]=1>[Pd].CO>[N:1]1[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[CH:4]=[C:3]([NH:11][C:12](=[O:28])[C@@H:13]2[CH2:17][C@@H:16]([NH2:18])[CH2:15][N:14]2[C:21]([O:23][C:24]([CH3:26])([CH3:25])[CH3:27])=[O:22])[CH:2]=1

참가 물질

4

반응물 1

HCID 131723249trans-4-azido-N-tert-butoxycarbonyl-L-proline 3-quinolylamide

생성물 1

HCID 70173042trans-4-Amino-N-tert-Butoxycarbonyl-L-Proline 3-Quinolylamide수율 97.3%

시약·촉매·용매 2

HCID 23938Palladium촉매HCID 887Methanol용매

실험 절차

A mixture of trans-4-azido-N-tert-butoxycarbonyl-L-proline 3-quinolylamide (D, 526 mg) and 10% palladium on activated carbon (102 mg) in methanol (15 mL) was stirred at room temperature for 4 hr under hydrogen. The catalysts were removed by filtration and washed with methanol. The combined organic layers were evaporated in vacuo. The residue was purified by silica gel column chromatography (chloroform:methanol=20:1 to 5: 1, v/v) to afford the title compound (477 mg) as a colorless sticky oil.

후처리

  1. customThe catalysts were removed by filtration
  2. washwashed with methanol
  3. customThe combined organic layers were evaporated in vacuo
  4. customThe residue was purified by silica gel column chromatography (chloroform

출처 및 근거

ORD 기록
ord-a3c706b5840843039a0135b9be192c7b
출처 데이터셋
uspto-grants-2002_06
특허 번호
US06399629B1

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