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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 43664Generated: October 29, 2026

Sodium Bicarbonate → Butyl cis(+/-)-2-(4-{[(benzyloxy)carbonyl]amino}-3-propoxypiperidin-1-yl)-5-methyl-1,3-oxazole-4-carboxylate

https://huagongshe.com/reaction/43664

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium BicarbonateHCID 516892—
ReactantButyl 3-bromo-2-oxobutanoateHCID 87440690—
ReactantHCID 131730866HCID 131730866—
SolventTetrahydrofuranHCID 8028—
ProductButyl cis(+/-)-2-(4-{[(benzyloxy)carbonyl]amino}-3-propoxypiperidin-1-yl)-5-methyl-1,3-oxazole-4-carboxylateHCID 8664860986.6%

Reaction Steps

The same operation as in Example (103c) was performed using cis(±)-benzyl (1-carbamoyl-3-propoxypiperidin-4-yl)carbamate obtained in Example (113f) (0.80 g, 2.39 mmol), butyl 3-bromo-2-oxobutanoate obtained in Example (106a) (4 g, 16.9 mmol), sodium bicarbonate (0.7 g, 8.33 mmol) and THF (15 mL). The resulting residue was purified by silica gel column chromatography (elution solvent: ethyl acetate/hexane=1/10, 1/2, 1/1, 2/1, 4/1) to obtain 0.98 g of the title compound as a light brown oily substance (98%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08536197B2
Source datasetuspto-grants-2013_09
ORD IDord-b878274a3732498c8bfc52d081a5acda
Source noteuspto-grants-2013_09