798886 Sigma-Aldrich

SnAP TM Reagent

  • CAS Number 1452829-00-3

  • Empirical Formula (Hill Notation) C15H35NSSn

  • Molecular Weight 380.22

  •  MDL number MFCD23703162

  •  PubChem Substance ID 329768678

  •  NACRES NA.22



Related Categories Chemical Synthesis, Organometallic Reagents, SnAP Reagents More...
Quality Level   100
form   liquid
refractive index   n/D 1.512
density   1.158 at 25 °C
storage temp.   −20°C


General description

SnAP (Sn amino protocol) reagents have been developed by the Bode group. SnAP reagents are air and moisture stable. They can be prepared from simple reactions with cheap raw materials. SnAP 2-Spiro-(4-Pip) M, also referred to as SnAP 2-spiro-(4-piperdine) morpholine, is a regioisomeric SnAP reagent. This reagent can be prepared from N-Boc piperidone.


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 TM Reagent may be used to synthesize 3-substituted thiomorpholines from aldehydes. It may also be used in the preparation of unprotected, saturated N-heterocyclic compounds.


1 g in glass bottle

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 (COA)

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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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