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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1726140Generated: November 2, 2026

Oxazole → HCID 68971731, compound

https://huagongshe.com/reaction/1726140

Reaction equation

Participants

RoleNameHCIDCharge
ReactantOxazoleHCID 9255—
Reactanttert-Butyl 4-formylpiperidine-1-carboxylateHCID 1514430—
ReactantBorane;tetrahydrofuranHCID 2723981—
ReactantHCID 178418306HCID 178418306—
SolventTetrahydrofuranHCID 8028—
ProductHCID 68971731HCID 6897173171.5%

Reaction Steps

To a solution of oxazole (420 mg, 6.08 mmol) in THF (15 mL) was added BH3-THF (1.0M in THF, 6.69 mL, 6.69 mmol). The mixture was stirred at room temperature for 1 hour. After cooling to −78° C., t-BuLi (1.7M, 4.29 mL, 7.30 mmol) was introduced to the mixture and stirred at this temperature for 30 min. 4-Formyl-piperidine-1-carboxylic acid tert-butyl ester (1.30 g, 6.08 mmol) was added dropwise and the mixture was stirred at −78° C. for 3 hours. Work-up and purification gave 4-(hydroxy-oxazol-2-yl-methyl)-piperidine-1-carboxylic acid tert-butyl ester as a white foam (1.227 g, 71%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07491735B2
Source datasetuspto-grants-2009_02
ORD IDord-835ecd3af05a409a89e17b45104d0923
Source noteuspto-grants-2009_02