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804142 Sigma-Aldrich

SnAP 3-Spiro-(4-Pip) M Reagent

Synonym: tert-butyl 4-amino-4-(((tributylstannyl)methoxy)methyl) piperidine-1-carboxylate

  • Empirical Formula (Hill Notation) C24H50N2O3Sn

  • Molecular Weight 533.38

  •  PubChem Substance ID 329768846



Related Categories Chemical Synthesis, Organometallic Reagents, SnAP Reagents More...
storage temp.   −20°C



500 mg in glass bottle


SnAP Reagents provide a one-step route, in tandem with various aldehyde substrates, to saturated N-heterocycles. The synthesis of N-heterocycles through SnAP Reagents requires mild reaction conditions, and aldehydes bearing aryl, heteroaryl, glyoxyl, aliphatic, and halogenated groups are well tolerated. This product was introduced in collaboration with the Bode Research Group

SnAP 3-Spiro-(4-Pip) M Reagent may be used in the preparation of unprotected, saturated N-heterocyclic compounds.

General description

SnAP (Sn amino protocol) reagents have been developed by Professor Dr. Jeffrey Bode and co-workers. (These reagents are useful for the preparation of medium-ring (6-9 membered) saturated N-heterocycles, including bicyclic and spirocyclic structures.) SnAP reagents are stable and easy to handle in laboratories. They can be prepared from simple raw materials.

Other Notes

Technology spotlight: SnAP Reagents
Professor product portal: Jeffrey Bode Research Group
SnAP Reagents for the Synthesis of Piperazines and Morpholines
SnAP reagents for the one-step synthesis of medium-ring saturated N-heterocycles from aldehydes
SnAP Reagents for a Cross-Coupling Approach to the One-Step Synthesis of Saturated N-Heterocycles
Bespoke SnAP Reagents for the Synthesis of C-Substituted Spirocyclic and Bicyclic Saturated N-Heterocycles

Safety & Documentation

Safety Information

UN 2788 6.1 / PGIII


Certificate of Analysis

Protocols & Articles


Jeffrey Bode Group – Professor Product Portal

From our library of Articles, Sigma-Aldrich presents Jeffrey Bode Group – Professor Product Portal
Keywords: Annulations, Asymmetric synthesis, Catalysis, Cross couplings, transformation

SnAP Reagents

Saturated N-heterocyclic building blocks are of growing importance but their installation has been challenging due to poor commercial availability and the often long, laborious synthetic routes neede...
Keywords: Building blocks, Chromatography, Column chromatography, Purification

Peer-Reviewed Papers


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