(S)-benzyl 4-methyl-2-((S)-2-(2-morpholinoacetamido)-4-phenyl-N-((pivaloyloxy)methyl)butanamido)pentanoate → (S)-4-Methyl-2-((S)-2-(2-morpholinoacetamido)-4-phenyl-N-((pivaloyloxy)methyl)butanamido)pentanoic acid

HRID 630633ノート

反応式

HRID 630633 の反応式
[CH3:1][CH:2]([CH3:45])[CH2:3][C@H:4]([N:15]([CH2:37][O:38][C:39](=[O:44])[C:40]([CH3:43])([CH3:42])[CH3:41])[C:16](=[O:36])[C@@H:17]([NH:26][C:27](=[O:35])[CH2:28][N:29]1[CH2:34][CH2:33][O:32][CH2:31][CH2:30]1)[CH2:18][CH2:19][C:20]1[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=1)[C:5]([O:7]CC1C=CC=CC=1)=[O:6]>CO.O.CO.[Pd]>[CH3:1][CH:2]([CH3:45])[CH2:3][C@H:4]([N:15]([CH2:37][O:38][C:39](=[O:44])[C:40]([CH3:43])([CH3:42])[CH3:41])[C:16](=[O:36])[C@@H:17]([NH:26][C:27](=[O:35])[CH2:28][N:29]1[CH2:34][CH2:33][O:32][CH2:31][CH2:30]1)[CH2:18][CH2:19][C:20]1[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=1)[C:5]([OH:7])=[O:6]

参加物

5

反応物 1

HCID 86715394(S)-benzyl 4-methyl-2-((S)-2-(2-morpholinoacetamido)-4-phenyl-N-((pivaloyloxy)methyl)butanamido)pentanoate

生成物 1

HCID 86715393(S)-4-Methyl-2-((S)-2-(2-morpholinoacetamido)-4-phenyl-N-((pivaloyloxy)methyl)butanamido)pentanoic acid収率 92.4%

試薬・触媒・溶媒 3

HCID 23938Palladium触媒HCID 887Methanol溶媒HCID 22242641Methanol--water (1/1)溶媒

実験手順

Referring to FIG. 45, a slurry of Pd/C (10%) (200 mg) in MeOH/water (9:1) (10 mL) was added to a solution of (S)-benzyl 4-methyl-2-((S)-2-(2-morpholinoacetamido)-4-phenyl-N-((pivaloyloxy)methyl)butanamido)pentanoate (440 mg, 0.7 mmol) in MeOH (100 mL) and the suspension was stirred overnight under an atmosphere of hydrogen at RT. The reaction mixture was filtered over Celite, washed with MeOH and concentrated in vacuo to yield product (345 mg, 92%) as a colorless oil.

後処理

  1. filtrationThe reaction mixture was filtered over Celite
  2. washwashed with MeOH
  3. concentrationconcentrated in vacuo

出典と根拠

ORDレコード
ord-1fac1aff7a604d078446edb4f6adc527
出典データセット
uspto-grants-2016_04
特許番号
US09315542B2

反応ノート

読み込み中…