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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 220895Generated: October 30, 2026

Water → tert-Butyl 4-(3-hydroxypropyl)tetrahydro-1(2h)-pyridinecarboxylate

https://huagongshe.com/reaction/220895

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantBoraneHCID 6331—
Reactant3-(1-((Tert-butoxy)carbonyl)piperidin-4-yl)propanoic acidHCID 1512540—
SolventTetrahydrofuranHCID 8028—
Producttert-Butyl 4-(3-hydroxypropyl)tetrahydro-1(2h)-pyridinecarboxylateHCID 280073999%

Reaction Conditions

Temperature0 °C

Reaction Steps

4-(2-Carboxy-ethyl)-piperidine-1-carboxylic acid tert-butyl ester (1.0 g, 3.9 mmol, according to the procedure described in J. Med. Chem., 41(14), 2492, 1998) was dissolved in THF (50 ml) and cooled down to 0° C. 2M Borane solution in THF (3.9 ml, 7.8 mmol) was added slowly and the mixture was stirred for 20 h at room temperature. Water was added and solvents were concentrated in vacuo. The residue was dissolved in EtOAC, basified with NaHCO3, washed with brine, dried and concentrated in vacuo to yield the title compound (938 mg, 99%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08202858B2
Source datasetuspto-grants-2012_06
ORD IDord-96f953d2d88b4bf29ee9ca51866ad082
Source noteuspto-grants-2012_06