(S)-4,4-difluoro-2-[(morpholine-4-carbonyl)-amino]-5-phenyl-pentanoic acid methyl ester → (S)-4,4-Difluoro-2-[(morpholine-4-carbonyl)-amino]-5-phenyl-pentanoic acid

HRID 1455569ノート

反応式

HRID 1455569 の反応式
C[O:2][C:3](=[O:25])[C@@H:4]([NH:16][C:17]([N:19]1[CH2:24][CH2:23][O:22][CH2:21][CH2:20]1)=[O:18])[CH2:5][C:6]([F:15])([F:14])[CH2:7][C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1>CO.O.O>[F:15][C:6]([F:14])([CH2:7][C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1)[CH2:5][C@H:4]([NH:16][C:17]([N:19]1[CH2:20][CH2:21][O:22][CH2:23][CH2:24]1)=[O:18])[C:3]([OH:25])=[O:2]

参加物

4

反応物 1

HCID 57535362(S)-4,4-difluoro-2-[(morpholine-4-carbonyl)-amino]-5-phenyl-pentanoic acid methyl ester

生成物 1

HCID 57535341(S)-4,4-Difluoro-2-[(morpholine-4-carbonyl)-amino]-5-phenyl-pentanoic acid収率 93%

試薬・触媒・溶媒 2

HCID 962Water溶媒HCID 22242641Methanol--water (1/1)溶媒

実験手順

To a solution of (S)-4,4-difluoro-2-[(morpholine-4-carbonyl)-amino]-5-phenyl-pentanoic acid methyl ester (2.81 g, 7.88 mmol) in MeOH:H2O (2:1 vol, 40 mL) is added LiOH mono hydrate (662 mg, 15.76 mmol). The mixture is stirred at room temperature for 2.5 h, and then diluted with water (30 mL). Methanol is removed in vacuum. The pH is adjusted to pH 1 with 6N HCl and the aqueous layer is extracted with dichloromethane (2×30 mL). The organic layers are dried over magnesium sulfate and concentrated in vacuum to afford (S)-4,4-Difluoro-2-[(morpholine-4-carbonyl)-amino]-5-phenyl-pentanoic acid (2.509 g, 93%).

後処理

  1. customMethanol is removed in vacuum
  2. extractionthe aqueous layer is extracted with dichloromethane (2×30 mL)
  3. dry with materialThe organic layers are dried over magnesium sulfate
  4. concentrationconcentrated in vacuum

出典と根拠

ORDレコード
ord-edfd17856e314f768e693b310f83b4da
出典データセット
uspto-grants-2009_01
特許番号
US07482448B2

反応ノート

読み込み中…