Dichloromethane → dimethyl(2S,3S,5S)-5-([(2S)-2-(hydroxymethyl)pyrrolidin-1-yl]carbonyloxy)-2-[(4-phenylpiperazin-1-yl)carbonyl]piperidine-1,3-dicarboxylate

HRID 61460

反応式

HRID 61460 の反応式
[OH:1][C@@H:2]1[CH2:7][N:6]([C:8]([O:10][CH3:11])=[O:9])[C@H:5]([C:12]([N:14]2[CH2:19][CH2:18][N:17]([C:20]3[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=3)[CH2:16][CH2:15]2)=[O:13])[C@@H:4]([C:26]([O:28][CH3:29])=[O:27])[CH2:3]1.C(Cl)Cl.C1N=CN([C:38](N2C=NC=C2)=[O:39])C=1.[NH:45]1[CH2:51][CH2:50][CH2:49][C@H:46]1[CH2:47][OH:48]>>[OH:48][CH2:47][C@@H:46]1[CH2:49][CH2:50][CH2:51][N:45]1[C:38]([O:1][C@@H:2]1[CH2:7][N:6]([C:8]([O:10][CH3:11])=[O:9])[C@H:5]([C:12]([N:14]2[CH2:19][CH2:18][N:17]([C:20]3[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=3)[CH2:16][CH2:15]2)=[O:13])[C@@H:4]([C:26]([O:28][CH3:29])=[O:27])[CH2:3]1)=[O:39]

参加物

5

反応物 4

HCID 6344DichloromethaneHCID 682631,1'-CarbonyldiimidazoleHCID 640091L-ProlinolHCID 67304346dimethyl(2S,3S,5S)-5-hydroxy-2-[(4-phenylpiperazin-1-yl)carbonyl]piperidine-1,3-dicarboxylate

生成物 1

HCID 67304285dimethyl(2S,3S,5S)-5-([(2S)-2-(hydroxymethyl)pyrrolidin-1-yl]carbonyloxy)-2-[(4-phenylpiperazin-1-yl)carbonyl]piperidine-1,3-dicarboxylate

実験手順

To a solution of dimethyl(2S,3S,5S)-5-hydroxy-2-[(4-phenylpiperazin-1-yl)carbonyl]piperidine-1,3-dicarboxylate (0.050 g, 0.00012 mol) in methylene chloride (1.00 mL, 0.0156 mol) was added N,N-carbonyldiimidazole (0.024 g, 0.0001480 mol). The reaction was stirred at rt for 2 h. To the resultant mixture was added L-prolinol (0.01704 mL, 0.0001726 mol) and the reaction was stirred at rt overnight. The mixture was concentrated to dry in vacuo and used directly in next step. MS (ESI): (M+H)+=533.2.

後処理

  1. stirringthe reaction was stirred at rt overnight
  2. concentrationThe mixture was concentrated
  3. customto dry in vacuo

出典と根拠

ORDレコード
ord-2bde789bf1e34746ad643b55f5ddc4c2
出典データセット
uspto-grants-2016_09
特許番号
US09440958B2

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