Dimethylformamide → dimethyl(2S,3S,5S)-5-(2-oxo-2-pyrrolidin-1-ylethoxy)-2-[(4-phenylpiperazin-1-yl)carbonyl]piperidine-1,3-dicarboxylate

HRID 61465노트

반응식

HRID 61465 반응식
[CH3:1][O:2][C:3]([N:5]1[C@H:10]([C:11]([N:13]2[CH2:18][CH2:17][N:16]([C:19]3[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=3)[CH2:15][CH2:14]2)=[O:12])[C@@H:9]([C:25]([O:27][CH3:28])=[O:26])[CH2:8][C@H:7]([O:29][CH2:30][C:31]([OH:33])=O)[CH2:6]1)=[O:4].[NH:34]1[CH2:38][CH2:37][CH2:36][CH2:35]1.F[P-](F)(F)(F)(F)F.N1(O[P+](N(C)C)(N(C)C)N(C)C)C2C=CC=CC=2N=N1.CN(C)C=O.C(N(CC)C(C)C)(C)C>C(OCC)(=O)C>[O:33]=[C:31]([N:34]1[CH2:38][CH2:37][CH2:36][CH2:35]1)[CH2:30][O:29][C@@H:7]1[CH2:6][N:5]([C:3]([O:2][CH3:1])=[O:4])[C@H:10]([C:11]([N:13]2[CH2:14][CH2:15][N:16]([C:19]3[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=3)[CH2:17][CH2:18]2)=[O:12])[C@@H:9]([C:25]([O:27][CH3:28])=[O:26])[CH2:8]1

참가 물질

7

반응물 5

HCID 6228DimethylformamideHCID 31268PyrrolidineHCID 81531DiisopropylethylamineHCID 151348Benzotriazol-1-yloxy-tris(dimethylamino)phosphonium hexafluorophosphateHCID 67305595((3s,5s,6s)-1,5-Bis(methoxycarbonyl)-6-[(4-phenylpiperazin-1-yl)carbonyl]piperidin-3-yloxy)acetic acid

생성물 1

HCID 67304375dimethyl(2S,3S,5S)-5-(2-oxo-2-pyrrolidin-1-ylethoxy)-2-[(4-phenylpiperazin-1-yl)carbonyl]piperidine-1,3-dicarboxylate

시약·촉매·용매 1

HCID 8857Ethyl Acetate용매

실험 절차

To a mixture of ((3S,5S,6S)-1,5-bis(methoxycarbonyl)-6-[(4-phenylpiperazin-1-yl)carbonyl]piperidin-3-yloxy)acetic acid (57 mg, 0.00012 mol), pyrrolidine (0.0308 mL, 0.000369 mol), and benzotriazol-1-yloxytris(dimethylamino)phosphonium hexafluorophosphate (163 mg, 0.000369 mol) in N,N-dimethylformamide (0.50 mL, 0.0064 mol) was added N,N-diisopropylethylamine (0.0857 mL, 0.000492 mol). The mixture was stirred at rt for 2 h, then diluted with ethyl acetate, washed with water, brine and dried. After concentrated to dry, the residue was used directly in next step.

후처리

  1. washwashed with water, brine
  2. customdried
  3. concentrationAfter concentrated
  4. customto dry

출처 및 근거

ORD 기록
ord-efed2664252b42bb8626b707365e3933
출처 데이터셋
uspto-grants-2016_09
특허 번호
US09440958B2

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