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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 655969Generated: October 29, 2026

Hydrochloric Acid → 1-(2-(Tert-butoxycarbonylamino)acetyl)-4-(hydroxymethyl)piperidine-4-carboxylic acid

https://huagongshe.com/reaction/655969

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantLithium HydroxideHCID 3939—
ReactantMethyl 1-(2-(tert-butoxycarbonylamino)acetyl)-4-(hydroxymethyl)piperidine-4-carboxylateHCID 57920289—
SolventMethanolHCID 887—
SolventTetrahydrofuranHCID 8028—
Product1-(2-(Tert-butoxycarbonylamino)acetyl)-4-(hydroxymethyl)piperidine-4-carboxylic acidHCID 57920280125.4%

Reaction Conditions

Temperature60 °C

Reaction Steps

To a solution of methyl 1-(2-(tert-butoxycarbonylamino)acetyl)-4-(hydroxymethyl)piperidine-4-carboxylate (2.5 g, 7.56 mmol, 1.0 equiv.) in THF (10 mL) and CH3OH (10 mL) was added aqueous LiOH (2N, 7.56 mL, 15.13 mmol, 2.0 equiv.). The reaction mixture was stirred at 60° C. for 1 h. The reaction mixture was neutralized with HCl (1 N) and was concentrated to dryness to give 1-(2-(tert-butoxycarbonylamino)acetyl)-4-(hydroxymethyl)piperidine-4-carboxylic acid (3.0 g), which was used without further purification. LRMS (M-Boc+H+) m/z 261.0.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08071625B2
Source datasetuspto-grants-2011_12
ORD IDord-f6ee85bcdffe4c29bf4ffe8ab274a6d5
Source noteuspto-grants-2011_12