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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1970648Generated: November 5, 2026

Benzylamine → (S)-2-Benzylcarbamoyl-pyrrolidine-1-carboxylic acid benzyl ester

https://huagongshe.com/reaction/1970648

Reaction equation

Participants

RoleNameHCIDCharge
ReactantBenzylamineHCID 7504—
ReactantDiisopropylethylamineHCID 81531—
ReactantBenzyloxycarbonyl-L-prolineHCID 101987—
ReactantHOAtHCID 181649—
Solvent1,2-DichloroethaneHCID 11—
SolventDimethylformamideHCID 6228—
Product(S)-2-Benzylcarbamoyl-pyrrolidine-1-carboxylic acid benzyl esterHCID 690250—

Reaction Steps

To a solution of 5.00 g Z-Pro-OH in 50 ml DMF were added 3.84 g EDC, 2.73 g HOAt, 7.3 ml DIPEA and 2.2 ml benzylamine at 0° C. After stirring for 2 h the reaction mixture was concentrated, the residue was dissolved in dichloromethane and subsequently extracted with aqueous LiCl (4%), 0.1 M HCl and saturated NaHCO3. The crude product obtained after evaporation of the solvent was pure enough for the subsequent transformation.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08426420B2
Source datasetuspto-grants-2013_04
ORD IDord-7becf474359741b6ba44c6bf607b4554
Source noteuspto-grants-2013_04