Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1904447Generated: October 31, 2026

2,6-Lutidine → HCID 13934329, compound

https://huagongshe.com/reaction/1904447

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2,6-LutidineHCID 7937—
ReactantAmmonium ChlorideHCID 25517—
Reactanttert-Butyldimethylsilyl trifluoromethanesulphonateHCID 123564—
ReactantBoc-L-phenylalanine methyl esterHCID 9882138—
SolventDichloromethaneHCID 6344—
ProductHCID 13934329HCID 13934329—

Reaction Steps

To a methylene chloride solution (1.0 ml) of N-t-butoxycarbonyl-L-phenylalanine methyl ester (139.5 mg, 0.5 mmol) and 2,6-lutidine (0.116 ml, 1.0 mmol), t-butyldimethylsilyltrifluoromethane sulfonate (TBDMSOTf) (0.172 ml, 0.75 mmol) was added dropwise 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, the titled compound was obtained in an amount of 186.8 mg.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04837349
Source datasetuspto-grants-1989_06
ORD IDord-a3ef608ff086417c8fb1ba45af8c7a68
Source noteuspto-grants-1989_06