Trifluoroacetic acid → N-{3-hydroxy-2-[4-(3-phenylpropoxy)benzyl]propyl}-beta-alanine

HRID 1631192ノート

反応式

HRID 1631192 の反応式
[OH:1][CH2:2][CH:3]([CH2:15][C:16]1[CH:21]=[CH:20][C:19]([O:22][CH2:23][CH2:24][CH2:25][C:26]2[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=2)=[CH:18][CH:17]=1)[CH2:4][NH:5][CH2:6][CH2:7][C:8]([O:10]C(C)(C)C)=[O:9].NCCCC1C=CC(O)=CC=1.FC(F)(F)C(O)=O>ClCCl>[OH:1][CH2:2][CH:3]([CH2:15][C:16]1[CH:17]=[CH:18][C:19]([O:22][CH2:23][CH2:24][CH2:25][C:26]2[CH:27]=[CH:28][CH:29]=[CH:30][CH:31]=2)=[CH:20][CH:21]=1)[CH2:4][NH:5][CH2:6][CH2:7][C:8]([OH:10])=[O:9]

参加物

5

反応物 3

HCID 6422Trifluoroacetic acidHCID 4574248HCID 4574248、化合物HCID 23121314tert-butyl N-{3-hydroxy-2-[4-(3-phenylpropoxy)benzyl]propyl}-beta-alaninate

生成物 1

HCID 23121697N-{3-hydroxy-2-[4-(3-phenylpropoxy)benzyl]propyl}-beta-alanine

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

To a solution of tert-butyl N-{3-hydroxy-2-[4-(3-phenylpropoxy)benzyl]propyl}-β-alaninate (65 mg; prepared by following the procedure of Example 4 using the compound prepared in Example 15 as a substitute for 4-(3-aminopropyl)phenol) in dichloromethane (3 mL), trifluoroacetic acid (3 mL) was dropped at 0° C., followed by stirring at room temperature for 2 hours. Then, the reaction mixture was concentrated. The residue was purified by silica gel column chromatography (chloroform:methanol:aqueous ammonia=80:20:4). The crude product thus obtained was washed with diethyl ether to give the title compound (38 mg) having the following physical properties.

後処理

  1. customprepared
  2. concentrationThen, the reaction mixture was concentrated
  3. customThe residue was purified by silica gel column chromatography (chloroform:methanol:aqueous ammonia=80:20:4)
  4. customThe crude product thus obtained
  5. washwas washed with diethyl ether

出典と根拠

ORDレコード
ord-369e197636fb4f2bb89dba1aa9693362
出典データセット
uspto-grants-2014_07
特許番号
US08791159B2

反応ノート

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