HuagongsheHuagongshe Chemistry Print Report · For research reference only
2,6-Lutidine → HCID 13934329, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 2,6-Lutidine | HCID 7937 | — |
| Reactant | Ammonium Chloride | HCID 25517 | — |
| Reactant | tert-Butyldimethylsilyl trifluoromethanesulphonate | HCID 123564 | — |
| Reactant | Boc-L-phenylalanine methyl ester | HCID 9882138 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 13934329 | HCID 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
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US04837349 |
| Source dataset | uspto-grants-1989_06 |
| ORD ID | ord-a3ef608ff086417c8fb1ba45af8c7a68 |
| Source note | uspto-grants-1989_06 |