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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1904443Generated: November 1, 2026

2,6-Lutidine → HCID 70389300, compound

https://huagongshe.com/reaction/1904443

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2,6-LutidineHCID 7937—
ReactantAmmonium ChlorideHCID 25517—
Reactanttert-Butyldimethylsilyl trifluoromethanesulphonateHCID 123564—
ReactantHCID 70389903HCID 70389903—
SolventDichloromethaneHCID 6344—
ProductHCID 70389300HCID 70389300—

Reaction Steps

To a methylene chloride solution (1.0 ml) of N-(t-butoxycarbonyl)-2-amino-4-pentenoyl-O-(tetrahydropyranyl)threonine methyl ester (37 mg, 0.09 mmol) and 2,6-lutidine (0.021 ml, 0.18 mmol) was added dropwise t-butyldimethylsilyltrifluoromethane sulfonate (TBDMSOTf) (0.031 ml, 0.14 mmol) at room temperature in a nitrogen atmosphere. After the mixture was stirred for 15 minutes, a saturated aqueous solution of ammonium chloride (2 ml) was added to quench the reaction and extraction with ether was conducted. The organic layer was dried over anhydrous magnesium sulfate and filtered. By distilling off the solvent under vacuum, the titled compound was obtained in an amount of 45.8 mg.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04837349
Source datasetuspto-grants-1989_06
ORD IDord-d8a3bfdb829e4583b9d288c96d87d181
Source noteuspto-grants-1989_06