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

HRID 1169631노트

반응식

HRID 1169631 반응식
[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]

참가 물질

5

반응물 3

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

생성물 1

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

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-26621b9bc25140ba9c63b8749e454a71
출처 데이터셋
uspto-grants-2010_11
특허 번호
US07825109B2

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