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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 71966Generated: October 29, 2026

Pyridine → HCID 59611511, compound

https://huagongshe.com/reaction/71966

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPyridineHCID 1049—
ReactantTriethylamineHCID 8471—
ReactantBoc-L-Homoser-ObzlHCID 13970788—
ReactantHCID 178505383HCID 178505383—
SolventDichloromethaneHCID 6344—
ProductHCID 59611511HCID 59611511—

Reaction Steps

(S)-Benzyl 2-(tert-butoxycarbonylamino)-4-hydroxybutanoate (5.76 g, 18.62 mmol) and 1,3-benzodithiol-2-ylium tetrafluoroborate (4.69 g, 19.55 mmol) were dissolved in dichloromethane (186 mL) and pyridine (4.42 g, 55.86 mmol) was added at room temperature. The mixture was stirred overnight. Upon completion of the reaction, it was quenched with triethylamine (11.5 g, 113.5 mmol) and diluted with dichloromethane. The organic layer was then washed with saturated NaHCO3 and brine. The organic layer was dried over MgSO4 and concentrated down in vacuo. The residue was then purified on normal phase column to obtain a clear oil. 7.6 g (88%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08822430B2
Source datasetuspto-grants-2014_09
ORD IDord-d117d1230655483a9ca26ca01fe31026
Source noteuspto-grants-2014_09