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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1720493Generated: November 5, 2026

Benzyloxycarbonyl-L-proline → (2S)-1-(N-Benzyloxycarbonyl-L-prolyl)-2-[l-hydroxy-2-(4-methoxyphenoxy)ethyl]pyrrolidine

https://huagongshe.com/reaction/1720493

Reaction equation

Participants

RoleNameHCIDCharge
ReactantBenzyloxycarbonyl-L-prolineHCID 101987—
Reactant(S)-1-(tert-Butoxycarbonyl)-2-[1-hydroxy-2-(p-methoxyphenoxy)ethyl]pyrrolidineHCID 57133844—
Solvent1,4-Dioxane hydrochlorideHCID 20443148—
Product(2S)-1-(N-Benzyloxycarbonyl-L-prolyl)-2-[l-hydroxy-2-(4-methoxyphenoxy)ethyl]pyrrolidineHCID 5716101257%

Reaction Steps

To (2S)-1-[t-butoxycarbonyl)-2-[1-hydroxy-2-(4-methoxyphenoxy)ethyl]pyrrolidine (14.03 g) was added 4N hydrochloric acid/1,4-dioxane (220 ml), and the mixture was stirred at room temperature for 1 hour. The reaction mixture was concentrated to dryness, and the residue was dissolved in DMF (100 ml), followed by condensation reaction as in Example 1-C) w i t h known N-benzyloxycarbonyl-L-proline (10.70 g) to give 11.10 g of the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05506256
Source datasetuspto-grants-1996_04
ORD IDord-3be758515d614d6f99fd2672f6ed0ab7
Source noteuspto-grants-1996_04