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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1735398Generated: October 31, 2026

Hydrochloric Acid → (S)-2-[[(S)-2-(Hydroxy-2-(p-methoxyphenoxy)ethyl]-1-pyrrolidinyl]carbonyl]-N-(phenylmethyl)-1-pyrrolidinecarboxamide

https://huagongshe.com/reaction/1735398

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantDimethylformamideHCID 6228—
ReactantBenzyl isocyanateHCID 76639—
ReactantL-ProlineHCID 145742—
Reactant(S)-1-(tert-Butoxycarbonyl)-2-[1-hydroxy-2-(p-methoxyphenoxy)ethyl]pyrrolidineHCID 57133844—
SolventTriethylamineHCID 8471—
Product(S)-2-[[(S)-2-(Hydroxy-2-(p-methoxyphenoxy)ethyl]-1-pyrrolidinyl]carbonyl]-N-(phenylmethyl)-1-pyrrolidinecarboxamideHCID 86749642—

Reaction Steps

4N Hydrochloric acid (1,4-dioxane solution, 50 ml) was added to (S)-1-(tert-butoxycarbonyl)-2-[1-hydroxy-2-(p-methoxyphenoxy)ethyl]pyrrolidine (8.03 g), and the mixture was stirred at room temperature for 30 minutes. The reaction mixture was concentrated and the residue was reacted, in the same manner as in Example 3-a), with N-(benzylaminocarbonyl)-L-proline obtained by stirring L-proline (2.63 g), benzyl isocyanate (2.58 g) and triethylamine (2.31 g) in DMF (25 ml) at room temperature for 1 hour to give the title compound (6.31 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05536737
Source datasetuspto-grants-1996_07
ORD IDord-ebbdd96556a34845bce43030e5f9e304
Source noteuspto-grants-1996_07