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

HRID 535074ノート

反応式

HRID 535074 の反応式
[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

参加物

7

反応物 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

生成物 1

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

試薬・触媒・溶媒 1

HCID 8857Ethyl Acetate溶媒

実験手順

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 dired. After concentrated to dry, the residue was used directly in next step.

後処理

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

出典と根拠

ORDレコード
ord-25d77e767cf74c67b84cc256e15dd5c3
出典データセット
uspto-grants-2014_10
特許番号
US08853243B2

反応ノート

読み込み中…