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 1251927ノート

反応式

HRID 1251927 の反応式
[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

参加物

3

反応物 1

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 6422Trifluoroacetic acid溶媒

実験手順

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%).

後処理

  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

出典と根拠

ORDレコード
ord-c58db41caf9e41aba7dfba50f2137d4f
出典データセット
uspto-grants-2002_01
特許番号
US06342765B1

反応ノート

読み込み中…