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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1904448Generated: November 1, 2026

2,6-Lutidine → HCID 13934332, compound

https://huagongshe.com/reaction/1904448

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2,6-LutidineHCID 7937—
ReactantAmmonium ChlorideHCID 25517—
Reactanttert-Butyldimethylsilyl trifluoromethanesulphonateHCID 123564—
ReactantBoc-L-Pro-OmeHCID 1277666—
SolventDichloromethaneHCID 6344—
ProductHCID 13934332HCID 13934332—

Reaction Steps

To a methylene chloride solution (1 ml) of N-t-butoxycarbonyl-L-proline methyl ester (114.5 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 under vacuum, the titled compound was obtained in an amount of 153 mg.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04837349
Source datasetuspto-grants-1989_06
ORD IDord-210f06760b794e0bad5a99bc36657979
Source noteuspto-grants-1989_06