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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2363438Generated: October 31, 2026

Trifluoroacetic acid → Pyrrolidine-2-carboxylic acid (2-benzyloxy-5-oxo-tetrahydro-furan-3-yl)-amide

https://huagongshe.com/reaction/2363438

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTrifluoroacetic acidHCID 6422—
Reactant2-(2-Benzyloxy-5-oxo-tetrahydro-furan-3-ylcarbamoyl)-pyrrolidine-1-carboxylic acid tert-butyl esterHCID 18469027—
SolventDichloromethaneHCID 6344—
ProductPyrrolidine-2-carboxylic acid (2-benzyloxy-5-oxo-tetrahydro-furan-3-yl)-amideHCID 54539738—

Reaction Steps

A solution of 118 (405 mg, 1.0 mmol) was treated with TFA (2 mL) in CH2Cl2 (2 mL) for one hour. The reaction solution was evaporated in vacuo and azeotrapped with CH2Cl2 four times to give pyrrolidine-2-carboxylic acid (2-benzyloxy-5-oxo-tetrahydro-furan-3-yl)-amide as a pale yellow solid. 1H-NMR (500 MHz, CDCl3): δ 1.87-2.15 (m, 4H), 2.30-2.70 (m, 2H), 2.80-3.08 (m, H), 3.45 (br, 2H), 4.35-4.98 (m, 3H), 5.30-5.56 (m, H), 7.10-7.60 (m, 5H); Analytical HPLC: 7.78/8.20 min.; LC-MS: m/e=305 (M+H+).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08691848B2
Source datasetuspto-grants-2014_04
ORD IDord-cbd5cfdfe38d4508b80722e1869b69b6
Source noteuspto-grants-2014_04