Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 74799Generated: October 29, 2026

Lithium Hydroxide → lithium (3R)-1-(tert-butoxycarbonyl)-3-fluoropyrrolidine-3-carboxylate

https://huagongshe.com/reaction/74799

Reaction equation

Participants

RoleNameHCIDCharge
ReactantLithium HydroxideHCID 3939—
ReactantTetrahydrofuranHCID 8028—
ReactantHCID 52271559HCID 52271559—
SolventMethanolHCID 887—
SolventWaterHCID 962—
Productlithium (3R)-1-(tert-butoxycarbonyl)-3-fluoropyrrolidine-3-carboxylateHCID 86685756101.5%

Reaction Conditions

Temperature45 °C

Reaction Steps

To a solution of #168 (50 mg, 0.21 mmol, 1 eq.) in methanol (0.2 mL) was added a solution of lithium hydroxide (9.2 mg, 0.38 mmol, 1.8 eq.) dissolved in water (0.1 mL). Next, tetrahydrofuran (0.3 mL) was added and the reaction was stirred at 45° C. for 18 hours. The reaction was concentrated in vacuo and the material was azeotroped (3×) with toluene (2 mL) to obtain #170 (51 mg, 100%) as a white solid which was used in the next step without further purification.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08828401B2
Source datasetuspto-grants-2014_09
ORD IDord-d8cc63e616e44153aebeb5f67b1f9a56
Source noteuspto-grants-2014_09