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  • 803928 - Benzyl 4-(trifluoromethylsulfonyloxy)-3-(trimethylsilyl)-5,6-dihydropyridine-1(2H)-carboxylate

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803928 Sigma-Aldrich

Benzyl 4-(trifluoromethylsulfonyloxy)-3-(trimethylsilyl)-5,6-dihydropyridine-1(2H)-carboxylate

Synonym: Garg Azacyclohexyne Precursor

  • Empirical Formula (Hill Notation) C17H22F3NO5SSi

  • Molecular Weight 437.51

  •  PubChem Substance ID 329768833

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Properties

Related Categories Building Blocks, C16 to C36, Chemical Synthesis, Heterocyclic Building Blocks, Piperidines More...
description   FP: >230°F
InChI Key   QGKRRFLQHRMSAL-UHFFFAOYSA-N
form   liquid
refractive index   n20/D 1.4902
density   1.2625 g/mL at 25 °C
storage temp.   2-8°C

Description

General description

Benzyl 4-(trifluoromethylsulfonyloxy)-3-(trimethylsilyl)-5,6-dihydropyridine-1(2H)-carboxylate is a silyl triflate. It can be prepared from 4-methoxypyridine, via a three-step route.

Application

Benzyl 4-(trifluoromethylsulfonyloxy)-3-(trimethylsilyl)-5,6-dihydropyridine-1(2H)-carboxylate may be used as a starting reagent for the synthesis of 3,4-piperidyne. 3,4-Piperidyne is a precursor for the synthesis of various functionalized heterocyclic compounds.

Building block is a precursor for a highly useful azacyclohexyne intermediate, which is generated in the presence of Cesium Fluoride. The azacyclohexyne can be trapped in situ with dipolariphiles and other dienes to form bicyclic carbocycles and heterocycles.

Packaging

1 g in glass bottle

250 mg in glass bottle

Other Notes

Generation and Regioselective Trapping of a 3,4-Piperidyne for the Synthesis of Functionalized Heterocycles

Safety & Documentation

Safety Information

RIDADR 
NONH for all modes of transport

Documents

Certificate of Analysis

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Protocols & Articles

Articles

Neil Garg Group - Professor Product Portal

From our library of Articles, Sigma-Aldrich presents Neil Garg Group - Professor Product Portal
Keywords: Addition reactions, Building blocks, Catalysis, Cycloadditions, Nucleophilic additions, Pharmaceutical

Peer-Reviewed Papers
15

References

Related Products

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Product #

Description

Add to Cart

903183 Benzyl 4-oxo-3-(triethylsilyl)piperidine-1-carboxylate, ≥95%
903191 Benzyl 4-oxo-5-(triethylsilyl)-3,4-dihydropyridine-1(2H)-carboxylate

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