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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 535068Generated: October 25, 2026

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

https://huagongshe.com/reaction/535068

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDichloromethaneHCID 6344—
Reactant1,1'-CarbonyldiimidazoleHCID 68263—
ReactantL-ProlinolHCID 640091—
Reactantdimethyl(2S,3S,5S)-5-hydroxy-2-[(4-phenylpiperazin-1-yl)carbonyl]piperidine-1,3-dicarboxylateHCID 67304346—
Productdimethyl(2S,3S,5S)-5-([(2S)-2-(hydroxymethyl)pyrrolidin-1-yl]carbonyloxy)-2-[(4-phenylpiperazin-1-yl)carbonyl]piperidine-1,3-dicarboxylateHCID 67304285—

Reaction Steps

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.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08853243B2
Source datasetuspto-grants-2014_10
ORD IDord-5a31d3e48b914c3fbb3cadcc694ee601
Source noteuspto-grants-2014_10