Tributylphosphine → 3-{4-[1-(4-Bromo-3-methyl-phenyl)-5-methyl-hexyloxy]-benzoylamino}-propionic acid methyl ester

HRID 1669330노트

반응식

HRID 1669330 반응식
[CH3:1][O:2][C:3](=[O:16])[CH2:4][CH2:5][NH:6][C:7](=[O:15])[C:8]1[CH:13]=[CH:12][C:11]([OH:14])=[CH:10][CH:9]=1.[Br:17][C:18]1[CH:23]=[CH:22][C:21]([CH:24](O)[CH2:25][CH2:26][CH2:27][CH:28]([CH3:30])[CH3:29])=[CH:20][C:19]=1[CH3:32].C(P(CCCC)CCCC)CCC.N(C(N1CCCCC1)=O)=NC(N1CCCCC1)=O>C1(C)C=CC=CC=1>[CH3:1][O:2][C:3](=[O:16])[CH2:4][CH2:5][NH:6][C:7](=[O:15])[C:8]1[CH:9]=[CH:10][C:11]([O:14][CH:24]([C:21]2[CH:22]=[CH:23][C:18]([Br:17])=[C:19]([CH3:32])[CH:20]=2)[CH2:25][CH2:26][CH2:27][CH:28]([CH3:30])[CH3:29])=[CH:12][CH:13]=1

참가 물질

6

반응물 4

HCID 13831TributylphosphineHCID 730421,1'-(Azodicarbonyl)dipiperidineHCID 106328533-(4-Hydroxy-benzoylamino)-propionic acid methyl esterHCID 673450331-(4-Bromo-3-methyl-phenyl)-5-methyl-hexan-1-ol

생성물 1

HCID 673419823-{4-[1-(4-Bromo-3-methyl-phenyl)-5-methyl-hexyloxy]-benzoylamino}-propionic acid methyl ester수율 63%

시약·촉매·용매 1

HCID 1140Toluene용매

실험 절차

A solution of 3-(4-hydroxy-benzoylamino)-propionic acid methyl ester (805 mg, 3.61 mmol) and 1-(4-Bromo-3-methyl-phenyl)-5-methyl-hexan-1-ol (824 mg, 2.89 mmol) in toluene (15.0 mL) was degassed and filled with nitrogen for 3 times. Tributylphosphine (1.1 mL, 4.33 mmol) was added to the reaction mixture under nitrogen at 0° C., followed by addition of 1,1′-(azodicarbonyl)-dipiperidine (1.1 g, 4.33 mmol). The reaction mixture was allowed to warm to room temperature and stirred over night, the mixture was loaded on silica gel column. Chromatography gave the title compound (890 mg, 1.82 mmol).

후처리

  1. additionfilled with nitrogen for 3 times

출처 및 근거

ORD 기록
ord-66cc52cc37704c038a0a0c6c7c1ff829
출처 데이터셋
uspto-grants-2011_08
특허 번호
US07989457B2

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