Pyridine → 3-[4-(3-Thienyl)phenyl]alanine

HRID 1957025ノート

反応式

HRID 1957025 の反応式
C([O:5][C:6](=[O:17])[C@H:7](C)[N:8]=CC1C=CC=CC=1)(C)(C)C.[S:18]1[CH:22]=[CH:21][C:20]([C:23]2[CH:28]=[CH:27][C:26]([CH2:29]Br)=[CH:25][CH:24]=2)=[CH:19]1.N1C=CC=CC=1.[OH-].[K+].C(=O)([O-])[O-].[K+].[K+]>C(Cl)Cl>[S:18]1[CH:22]=[CH:21][C:20]([C:23]2[CH:28]=[CH:27][C:26]([CH2:29][C@@H:7]([C:6]([OH:17])=[O:5])[NH2:8])=[CH:25][CH:24]=2)=[CH:19]1

参加物

7

反応物 5

HCID 1049PyridineHCID 11430Potassium CarbonateHCID 14797Potassium HydroxideHCID 13433755Tert-butyl N-benzylidenealaninateHCID 137735383-(4-(Bromomethyl)phenyl)thiophene

生成物 1

HCID 537748243-[4-(3-Thienyl)phenyl]alanine

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

To a solution of N-(phenylmethylene)alanine t-butyl ester (210 mg, 0.90 mmol), 4-(3-thienyl)phenylmethyl bromide (250 mg, 0.99 mmol), and pyridine (7 ml, 0.09 mmol) in methylene chloride (1.8 ml) are added potassium hydroxide (505 mg, 9.0 mmol) and potassium carbonate (1.24 g, 9.0 mmol). The mixture is stirred at room temperature for 2 days, then filtered and washed with methylene chloride. The filtrate and washings are concentrated in vacuo to give a crude 3-[4-(3-thienyl)phenyl]alanine as a yellow oil.

後処理

  1. filtrationfiltered
  2. washwashed with methylene chloride
  3. concentrationThe filtrate and washings are concentrated in vacuo

出典と根拠

ORDレコード
ord-694e4a723e3a458da868e81014436c64
出典データセット
uspto-grants-1998_07
特許番号
US05780498

反応ノート

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