Lithium Hydroxide → [(1-Biphenyl-4-yl-ethyl)-tert-butoxycarbonyl-amino]-acetic acid

HRID 1178158노트

반응식

HRID 1178158 반응식
[Li+].[OH-].C[O:4][C:5](=[O:29])[CH2:6][N:7]([CH:15]([C:17]1[CH:22]=[CH:21][C:20]([C:23]2[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=2)=[CH:19][CH:18]=1)[CH3:16])[C:8]([O:10][C:11]([CH3:14])([CH3:13])[CH3:12])=[O:9]>C1COCC1.CO.O>[C:20]1([C:23]2[CH:24]=[CH:25][CH:26]=[CH:27][CH:28]=2)[CH:19]=[CH:18][C:17]([CH:15]([N:7]([CH2:6][C:5]([OH:29])=[O:4])[C:8]([O:10][C:11]([CH3:14])([CH3:13])[CH3:12])=[O:9])[CH3:16])=[CH:22][CH:21]=1

참가 물질

4

반응물 2

HCID 3939Lithium HydroxideHCID 59559672[(1-Biphenyl-4-yl-ethyl)-tert-butoxycarbonyl-amino]-acetic acid methyl ester

생성물 1

HCID 59559653[(1-Biphenyl-4-yl-ethyl)-tert-butoxycarbonyl-amino]-acetic acid수율 99%

시약·촉매·용매 1

HCID 21892291Methanol tetrahydrofuran water용매

실험 절차

LiOH (140 mg, 3.3 mmol) was added to a stirred solution of [(1-biphenyl-4-yl-ethyl)-tert-butoxycarbonyl-amino]-acetic acid methyl ester (202 mg, 0.54 mmol) in THF:MeOH:H2O (3:1:1, 10 mL), and the resulting mixture was stirred at room temperature for 12 hrs. The reaction mixture was concentrated under reduced pressure. Cold water was then added, the product was acidified with aqueous citric acid solution and then extracted with EtOAc. The organic phase was dried over Na2SO4 and concentrated under reduced pressure to afford 190 mg (97.9% yield) of [(1-biphenyl-4-yl-ethyl)-tert-butoxycarbonyl-amino]-acetic acid.

후처리

  1. concentrationThe reaction mixture was concentrated under reduced pressure
  2. additionCold water was then added
  3. extractionextracted with EtOAc
  4. dry with materialThe organic phase was dried over Na2SO4
  5. concentrationconcentrated under reduced pressure

출처 및 근거

ORD 기록
ord-bfb1c9103d1f4b3ca43ed362a6fb5848
출처 데이터셋
uspto-grants-2010_11
특허 번호
US07842696B2

반응 노트

불러오는 중…