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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1189921Generated: October 30, 2026

1,2-Pyrrolidinedicarboxylic acid, 1-(1,1-dimethylethyl) ester, (2S)- → HCID 131731249, compound

https://huagongshe.com/reaction/1189921

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1,2-Pyrrolidinedicarboxylic acid, 1-(1,1-dimethylethyl) ester, (2S)-HCID 85083—
ReactantHCID 1214544HCID 1214544—
Reactant1,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochlorideHCID 2723939—
SolventTetrahydrofuranHCID 8028—
ProductHCID 131731249HCID 13173124978.5%

Reaction Steps

201 mg (1.05 mmol) of EDCl was added to 5 ml of THF solution of 100 mg (0.526 mmol) of Boc-Pro-OH (manufactured by Tokyo Chemical Industry Co., Ltd), and 113 mg (0.526 mmol) of H-D-Pro-NHPh (manufactured by Tokyo Chemical Industry Co., Ltd), followed by stirring for 6 hours at room temperature. After a reaction mixture was concentrated under reduced pressure, the concentrate was extracted by adding water and ethyl acetate. After an organic layer was washed sequentially with a diluted hydrochloric acid, an aqueous solution of sodium hydrogen carbonate and water (one time for each), it was concentrated under reduced pressure, thereby obtaining crude amide. The obtained amide compound was purified by a silica gel column chromatography (hexane/ethyl acetate=5/1 to 1/1 (volume ratio)), thereby obtaining 160 mg of the product with a yield of 73.6%.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08674144B2
Source datasetuspto-grants-2014_03
ORD IDord-4888ef42d5bf46cdaa527ca8411e4741
Source noteuspto-grants-2014_03