Hydrochloric Acid → Pivaloyloxymethyl 1-[(2'-carboxybiphenyl-4-yl)methyl]-4-(1-hydroxy-1-methylethyl)-2-propylimidazole-5-carboxylate

HRID 52903ノート

反応式

HRID 52903 の反応式
[C:1]([O:7][CH2:8][O:9][C:10]([C:12]1[N:16]([CH2:17][C:18]2[CH:23]=[CH:22][C:21]([C:24]3[CH:29]=[CH:28][CH:27]=[CH:26][C:25]=3[C:30]([O:32]C(C)(C)C)=[O:31])=[CH:20][CH:19]=2)[C:15]([CH2:37][CH2:38][CH3:39])=[N:14][C:13]=1[C:40]([OH:43])([CH3:42])[CH3:41])=[O:11])(=[O:6])[C:2]([CH3:5])([CH3:4])[CH3:3].Cl>O1CCOCC1>[C:30]([C:25]1[CH:26]=[CH:27][CH:28]=[CH:29][C:24]=1[C:21]1[CH:20]=[CH:19][C:18]([CH2:17][N:16]2[C:12]([C:10]([O:9][CH2:8][O:7][C:1](=[O:6])[C:2]([CH3:5])([CH3:4])[CH3:3])=[O:11])=[C:13]([C:40]([OH:43])([CH3:42])[CH3:41])[N:14]=[C:15]2[CH2:37][CH2:38][CH3:39])=[CH:23][CH:22]=1)([OH:32])=[O:31]

参加物

4

反応物 2

HCID 313Hydrochloric AcidHCID 10579348Pivaloyloxymethyl 1-[(2'-t-butoxycarbonylbiphenyl-4-yl)methyl]-4-(1-hydroxy-1-methylethyl)-2-propylimidazole-5-carboxylate

生成物 1

HCID 10816196Pivaloyloxymethyl 1-[(2'-carboxybiphenyl-4-yl)methyl]-4-(1-hydroxy-1-methylethyl)-2-propylimidazole-5-carboxylate収率 109.1%

試薬・触媒・溶媒 1

HCID 312751,4-Dioxane溶媒

実験手順

A mixture of 6.6 g of pivaloyloxymethyl-1-[(2'-t-butoxycarbonylbiphenyl-4-yl)methyl]-4-(1-hydroxy-1-methylethyl)-2-propylimidazole-5-carboxylate [prepared as described in step (c) above] and 57 ml of a 4N solution of hydrogen chloride in dioxane was stirred at room temperature for 4 hours. At the end of this time, the reaction mixture was concentrated by evaporation under reduced pressure, and the residue was triturated with ethyl acetate to crystallize it, giving 6.52 g of the title compound as the hydrochloride, melting at 170°-173° C.

後処理

  1. concentrationAt the end of this time, the reaction mixture was concentrated by evaporation under reduced pressure
  2. customthe residue was triturated with ethyl acetate
  3. customto crystallize it

出典と根拠

ORDレコード
ord-7e5960c71bd44e2c89c5df1e2f41dd26
出典データセット
uspto-grants-1997_04
特許番号
US05616599

反応ノート

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