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

HRID 2185402ノート

反応式

HRID 2185402 の反応式
[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

参加物

4

反応物 1

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

生成物 1

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

試薬・触媒・溶媒 2

HCID 23938Palladium触媒HCID 887Methanol溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-a3c706b5840843039a0135b9be192c7b
出典データセット
uspto-grants-2002_06
特許番号
US06399629B1

反応ノート

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