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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2185428Generated: November 1, 2026

Citric Acid → N-tert-Butoxycarbonyl-4-(N-tert-Butoxycarbonyl-2-Aminoethyl)-L-Proline

https://huagongshe.com/reaction/2185428

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCitric AcidHCID 311—
ReactantMethanolHCID 887—
ReactantLithium hydroxide, monohydrateHCID 168937—
ReactantN-tert-Butoxycarbonyl-4-[2-(tert-Butoxycarbonylamino)ethyl]-L-Proline Methyl EsterHCID 70176170—
SolventWaterHCID 962—
SolventTetrahydrofuranHCID 8028—
ProductN-tert-Butoxycarbonyl-4-(N-tert-Butoxycarbonyl-2-Aminoethyl)-L-ProlineHCID 21341500108.1%

Reaction Steps

Lithium hydroxide monohydrate (7 mg) was added to a solution of N-tert-butoxycarbonyl-4-[2-(tert-butoxycarbonylamino)ethyl]-L-proline methyl ester (E, 50 mg) in tetrahydrofuran (0.5 mL)-methanol (0.5 mL)-water (0.5 mL). After stirring at room temperature for 4 hr, the reaction mixture was acidified with 10% citric acid and extracted with chloroform. The organic layer was washed with brine, dried over anhydrous sodium sulfate, and evaporated in vacuo to give the title compound (52 mg).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06399629B1
Source datasetuspto-grants-2002_06
ORD IDord-abe212e33dc840ad8cbe8e2b1e33d5d8
Source noteuspto-grants-2002_06