4-Methylmorpholine → N-[(3-benzyl-3-azabicyclo[3.1.0]hex-6-yl carbamoyl]-methyl]-3(-2-methoxy-5-methylphenyl)-3-phenyl propionamide

HRID 2110552노트

반응식

HRID 2110552 반응식
[CH3:1][O:2][C:3]1[CH:8]=[CH:7][C:6]([CH3:9])=[CH:5][C:4]=1[CH:10]([C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1)[CH2:11][C:12]([OH:14])=O.[NH2:21][CH2:22][C:23]([NH:25][CH:26]1[CH:31]2[CH:27]1[CH2:28][N:29]([CH2:32][C:33]1[CH:38]=[CH:37][CH:36]=[CH:35][CH:34]=1)[CH2:30]2)=[O:24].C(OC(C(N)C(O)=O)=O)(C)(C)C.C(N1CC2C(C2N)C1)C1C=CC=CC=1.CN1CCOCC1.ON1C2C=CC=CC=2N=N1>CN(C)C=O.O>[CH2:32]([N:29]1[CH2:28][CH:27]2[CH:31]([CH:26]2[NH:25][C:23]([CH2:22][NH:21][C:12](=[O:14])[CH2:11][CH:10]([C:4]2[CH:5]=[C:6]([CH3:9])[CH:7]=[CH:8][C:3]=2[O:2][CH3:1])[C:15]2[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=2)=[O:24])[CH2:30]1)[C:33]1[CH:34]=[CH:35][CH:36]=[CH:37][CH:38]=1

참가 물질

9

반응물 6

HCID 79724-MethylmorpholineHCID 757711-Hydroxybenzotriazole2회HCID 34683223-(2-Methoxy-5-methylphenyl)-3-phenylpropanoic acidHCID 14252312t-Butoxy carbonyl amino-acetic acidHCID 185069973-Benzyl-3-azabicyclo(3.1.0)hexan-6-amineHCID 688714602-amino-N-(3-benzyl-3-azabicyclo[3.1.0]hex-6-yl)-acetamide

생성물 1

HCID 68921945N-[(3-benzyl-3-azabicyclo[3.1.0]hex-6-yl carbamoyl]-methyl]-3(-2-methoxy-5-methylphenyl)-3-phenyl propionamide

시약·촉매·용매 2

HCID 962Water용매HCID 6228Dimethylformamide용매

실험 절차

The compound, 3-(2-methoxy-5-methylphenyl)-3-phenyl propionic acid (209 mg, 0.77 mmole, 1 eq) and 2-amino-N-(3-benzyl-3-azabicyclo[3.1.0]hex-6-yl)-acetamide, 0.77 mmole, 1 eq (prepared by reacting t-butoxy carbonyl amino-acetic acid with 3-benzyl-3-azabicylo[3.1.0]hex-6-yl amine, which in turn, was prepared following the procedure of T. F. Braish et al., Synlett 1996, 1100) were dissolved in dimethylformamide (5 ml). The reaction mixture was cooled to 0° C. with subsequent addition of N-methyl morpholine (0.13 ml) and 1-hydroxy benzotriazole, HOBT (105 mg). The resulting mixture was diluted with water and extracted the organic compound with ethyl acetate. The solvent was removed under reduced pressure. The crude organic compound thus obtained was purified by column chromatography using 80% ethyl acetate in hexane. Yield=367 mg.

후처리

  1. customwas prepared
  2. extractionextracted the organic compound with ethyl acetate
  3. customThe solvent was removed under reduced pressure
  4. customThe crude organic compound thus obtained
  5. customwas purified by column chromatography

출처 및 근거

ORD 기록
ord-d5f0121f5aa44326b1eb6fc36fe5974e
출처 데이터셋
uspto-grants-2009_04
특허 번호
US07517905B2

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