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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 716508Generated: October 25, 2026

(S,R)-1-(2-tert-butoxycarbonylamino-2-phenylacetyl)-pyrrolidine-2-carboxylic acid benzyl ester → (S,R)-1-(2-tert-butoxycarbonylamino-2-phenylacetyl)-pyrrolidine-2-carboxylic acid

https://huagongshe.com/reaction/716508

Reaction equation

Participants

RoleNameHCIDCharge
Reactant(S,R)-1-(2-tert-butoxycarbonylamino-2-phenylacetyl)-pyrrolidine-2-carboxylic acid benzyl esterHCID 15288611—
CatalystPalladiumHCID 23938—
SolventEthanolHCID 702—
Product(S,R)-1-(2-tert-butoxycarbonylamino-2-phenylacetyl)-pyrrolidine-2-carboxylic acidHCID 1008910662%

Reaction Steps

A mixture of compound 2a (2 mmol) and Pd/C (20 w %) in ethanol (30 mL) was hydrogenated for 3 hrs at atmospheric pressure. The reaction mixture was filtered off and concentrated in vacuo. The crude was taken in toluene and concentrated again, and then in Et2O/petroleum ether and concentrated once more to give compound 3a as a glassy solid in 62% yield over two steps. MS (ESI, EI−) m/z=347 (MH−).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09187496B2
Source datasetuspto-grants-2015_11
ORD IDord-87ce17c5956043e5887365d48ceac060
Source noteuspto-grants-2015_11