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Sodium cyanoborohydride → 3-{4-[(4-Cyclohex-1-enylphenylamino)methyl]benzoylamino}propionic acid methyl ester

HRID 49549
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HRID 49549 반응식
[CH3:1][O:2][C:3](=[O:17])[CH2:4][CH2:5][NH:6][C:7](=[O:16])[C:8]1[CH:13]=[CH:12][C:11]([CH:14]=O)=[CH:10][CH:9]=1.[C:18]1([C:24]2[CH:30]=[CH:29][C:27]([NH2:28])=[CH:26][CH:25]=2)[CH2:23][CH2:22][CH2:21][CH2:20][CH:19]=1.C([BH3-])#N.[Na+]>CO>[CH3:1][O:2][C:3](=[O:17])[CH2:4][CH2:5][NH:6][C:7](=[O:16])[C:8]1[CH:13]=[CH:12][C:11]([CH2:14][NH:28][C:27]2[CH:29]=[CH:30][C:24]([C:18]3[CH2:23][CH2:22][CH2:21][CH2:20][CH:19]=3)=[CH:25][CH:26]=2)=[CH:10][CH:9]=1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 3

HCID 5003444Sodium cyanoborohydrideHCID 126688602',3',4',5'-Tetrahydro-[1,1'-biphenyl]-4-amineHCID 161003253-(4-Formylbenzoylamino)propionic acid methyl ester

생성물 1

HCID 207761293-{4-[(4-Cyclohex-1-enylphenylamino)methyl]benzoylamino}propionic acid methyl ester수율 21.3%

시약·촉매·용매 1

HCID 887Methanol용매2회

실험 절차

3-(4-Formylbenzoylamino)propionic acid methyl ester (10 g, 42.5 mmol) was dissolved in methanol (100 ml). With mechanical stirring a solution of 4-cyclohex-1-enylaniline (7.4 g, 42.5 mmol) in methanol (15 ml) was added and the resulting suspension was stirred at room temperature for 2.5 hours. Sodium cyano borohydride (4.01 g, 63.8 mmol) was added in portions and the resulting mixture was stirred at room temperature for 4 days. Filtration afforded 7.1 g of a solid and recrystallisation from methanol afforded 3.55 g of 3-{4-[(4-cyclohex-1-enylphenylamino)methyl]benzoylamino}propionic acid methyl ester.

후처리

  1. additionwas added
  2. stirringthe resulting mixture was stirred at room temperature for 4 days
  3. filtrationFiltration
  4. customafforded
  5. custom7.1 g of a solid and recrystallisation from methanol

출처 및 근거

ORD 기록
ord-82a4b8ccef884dedbb43fd7771005a54
출처 데이터셋
uspto-grants-2004_03
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US06706744B2

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