Sodium Hydroxide → 3-(3-{[(tert-Butoxycarbonyl)amino]methyl}phenyl)propanoic acid

HRID 1838766노트

반응식

HRID 1838766 반응식
[C:1]([O:5][C:6]([NH:8][CH2:9][C:10]1[CH:11]=[C:12]([CH2:16][CH2:17][C:18]([O:20]C)=[O:19])[CH:13]=[CH:14][CH:15]=1)=[O:7])([CH3:4])([CH3:3])[CH3:2].[OH-].[Na+]>O1CCCC1>[C:1]([O:5][C:6]([NH:8][CH2:9][C:10]1[CH:11]=[C:12]([CH2:16][CH2:17][C:18]([OH:20])=[O:19])[CH:13]=[CH:14][CH:15]=1)=[O:7])([CH3:4])([CH3:2])[CH3:3]

참가 물질

4

반응물 2

HCID 14798Sodium HydroxideHCID 18752845HCID 18752845, 화합물

생성물 1

HCID 222827283-(3-{[(tert-Butoxycarbonyl)amino]methyl}phenyl)propanoic acid수율 102.1%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

To 3.6 g of methyl 3-(3-tert-butyloxycarbonylaminomethylphenyl)propionate (C3) in 36 ml of tetrahydrofurane 14.8 ml of 1N aqueous sodium hydroxide solution are added and the mixture is stirred at RT for 2 days. After neutralization with 14.8 ml 1N hydrochloric acid solution and dilution with water the mixture is extracted three times with ethyl acetate. The combined extracts are dried over magnesium sulfate, filtered and the solvent removed in vacuo to give 3.5 g of the title compound as a brownish oil which solidifies on standing in a refrigerator. The mass spectrum shows the molecular peak MNH4+ at 297 Da.

후처리

  1. extractionAfter neutralization with 14.8 ml 1N hydrochloric acid solution and dilution with water the mixture is extracted three times with ethyl acetate
  2. dry with materialThe combined extracts are dried over magnesium sulfate
  3. filtrationfiltered
  4. customthe solvent removed in vacuo

출처 및 근거

ORD 기록
ord-a201779365a141639a97b964a0e7ac87
출처 데이터셋
uspto-grants-2004_01
특허 번호
US06673786B1

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