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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 479939Generated: October 31, 2026

Ammonium formate → Azetidin-3-yl-[(2S)-2-hydroxy-3-(4-hydroxy-phenoxy)-propyl]-carbamicacid tert-butyl ester

https://huagongshe.com/reaction/479939

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAmmonium formateHCID 2723923—
Reactant(1-Benzhydryl-azetidin-3-yl)-[(2S)-3-(4-benzyloxy-phenoxy)-2-hydroxy-propyl]-carbamic acid tert-butyl esterHCID 12044732—
CatalystPalladiumHCID 23938—
SolventMethanolHCID 887—
ProductAzetidin-3-yl-[(2S)-2-hydroxy-3-(4-hydroxy-phenoxy)-propyl]-carbamicacid tert-butyl esterHCID 12044733101.8%

Reaction Steps

To a solution of (1-Benzhydryl-azetidin-3-yl)-[(2S)-3-(4-benzyloxy-phenoxy)-2-hydroxy-propyl]-carbamic acid tert-butyl ester (0.55 g, 0.9 mmol) in methanol (20 ml) was added ammonium formate (2.0 g, 30 mmol), and 0.2 g of 10% Pd/C. The mixture was stirred at reflux for 18 h. After cooling to room temperature, it was filtered through Celite. The solvent was evaporated to give 0.31 g of a beige solid; m.p. 130-134° C.; MS (ES) m/z 339.1 (MH+); HRMS (EI) Calcd. for C37H42N2O5 (M+): 338.1841, Found: 338.1833.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06649603B2
Source datasetuspto-grants-2003_11
ORD IDord-6c677c40db8d45bb82702490929f09c3
Source noteuspto-grants-2003_11