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

HRID 1957025노트

반응식

HRID 1957025 반응식
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

참가 물질

7

반응물 5

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

생성물 1

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

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

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.

후처리

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

출처 및 근거

ORD 기록
ord-694e4a723e3a458da868e81014436c64
출처 데이터셋
uspto-grants-1998_07
특허 번호
US05780498

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