tert-butyl (2S)-2-{2-(4-fluorophenethyl)-5-[1-(thiazol-2-yl)-2-(1-methylimidazol-5-yl)ethoxy]benzoylamino}-4-methylsulfanylbutyrate → (2S)-2-{2-(4-Fluorophenethyl)-5-[1-(thiazol-2-yl)-2-(1-methylimidazol-5-yl)ethoxy]benzoylamino}-4-methylsulfanylbutyric acid

HRID 1251927노트

반응식

HRID 1251927 반응식
[F:1][C:2]1[CH:44]=[CH:43][C:5]([CH2:6][CH2:7][C:8]2[CH:28]=[CH:27][C:26]([O:29][CH:30]([C:38]3[S:39][CH:40]=[CH:41][N:42]=3)[CH2:31][C:32]3[N:36]([CH3:37])[CH:35]=[N:34][CH:33]=3)=[CH:25][C:9]=2[C:10]([NH:12][C@@H:13]([CH2:21][CH2:22][S:23][CH3:24])[C:14]([O:16]C(C)(C)C)=[O:15])=[O:11])=[CH:4][CH:3]=1>C(O)(C(F)(F)F)=O>[F:1][C:2]1[CH:44]=[CH:43][C:5]([CH2:6][CH2:7][C:8]2[CH:28]=[CH:27][C:26]([O:29][CH:30]([C:38]3[S:39][CH:40]=[CH:41][N:42]=3)[CH2:31][C:32]3[N:36]([CH3:37])[CH:35]=[N:34][CH:33]=3)=[CH:25][C:9]=2[C:10]([NH:12][C@@H:13]([CH2:21][CH2:22][S:23][CH3:24])[C:14]([OH:16])=[O:15])=[O:11])=[CH:4][CH:3]=1

참가 물질

3

반응물 1

HCID 57100633tert-butyl (2S)-2-{2-(4-fluorophenethyl)-5-[1-(thiazol-2-yl)-2-(1-methylimidazol-5-yl)ethoxy]benzoylamino}-4-methylsulfanylbutyrate

생성물 1

HCID 57278593(2S)-2-{2-(4-Fluorophenethyl)-5-[1-(thiazol-2-yl)-2-(1-methylimidazol-5-yl)ethoxy]benzoylamino}-4-methylsulfanylbutyric acid수율 89%

시약·촉매·용매 1

HCID 6422Trifluoroacetic acid용매

실험 절차

A mixture of tert-butyl (2S)-2-{2-(4-fluorophenethyl)-5-[1-(thiazol-2-yl)-2-(1-methylimidazol-5-yl)ethoxy]benzoylamino}-4-methylsulfanylbutyrate (0.050 g, 0.078 mmol) in TFA was stirred at ambient temperature under a nitrogen atmosphere for 4 hours. The TFA was evaporated away and the residues basified with saturated sodium bicarbonate solution, reacidified with 2NHCl to pH6 and extracted with dichloromethane. The extracts were dried and evaporated to dryness. The residue was dried under high vacuum to give the title compound as a white solid (0.040 g, 89%).

후처리

  1. customThe TFA was evaporated away
  2. extractionextracted with dichloromethane
  3. customThe extracts were dried
  4. customevaporated to dryness
  5. customThe residue was dried under high vacuum

출처 및 근거

ORD 기록
ord-c58db41caf9e41aba7dfba50f2137d4f
출처 데이터셋
uspto-grants-2002_01
특허 번호
US06342765B1

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