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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2101664Generated: October 26, 2026

Sodium Bicarbonate → tert-Butyl-(4S)-4-(1-fluoroprop-2-en-1-yl)-2,2-dimethyl-1,3-oxazolidine-3-carboxylate

https://huagongshe.com/reaction/2101664

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium BicarbonateHCID 516892—
ReactantSelectfluorHCID 2724933—
ReactantTert-butyl-(4r)-2,2-dimethyl-4-(3-trimethylsilanyl-propenyl)-1,3-oxazolidine-3-carboxylateHCID 68858073—
SolventAcetonitrileHCID 6342—
Producttert-Butyl-(4S)-4-(1-fluoroprop-2-en-1-yl)-2,2-dimethyl-1,3-oxazolidine-3-carboxylateHCID 5780176872%

Reaction Steps

To a solution of the compound produced in Example 47 (0.196 g, 0.63 mmol) in acetonitrile (6 ml), was added Selectfluor™ (0.33 g, 1.5 eq.) and NaHCO3 (0.105 g, 2 eq.). The reaction mixture was stirred under an atmosphere of nitrogen for 20 hours before concentrating under reduced pressure. Purification by flash chromatography (diethyl ether:hexane 1:19) afforded the product (0.116 g, 72%). de=33%.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07572928B2
Source datasetuspto-grants-2009_08
ORD IDord-6d55359d03c9469ebf2fb3a0d505af62
Source noteuspto-grants-2009_08