900400
SLAP 3-SpiroCyHex N-Bn Pip Reagent
≥95%
Synonym(s):
1-((Benzyl((trimethylsilyl)methyl)amino)methyl)cyclohexanamine
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About This Item
Empirical Formula (Hill Notation):
C18H32N2Si
Molecular Weight:
304.55
UNSPSC Code:
12352103
PubChem Substance ID:
NACRES:
NA.22
assay
≥95%
form
liquid
refractive index
n/D 1.516
density
0.956 g/mL
functional group
amine, phenyl
storage temp.
−20°C
InChI
1S/C18H32N2Si/c1-21(2,3)16-20(14-17-10-6-4-7-11-17)15-18(19)12-8-5-9-13-18/h4,6-7,10-11H,5,8-9,12-16,19H2,1-3H3
InChI key
HHDPYUUHZQUCNL-UHFFFAOYSA-N
Application
Silicon amine protocol (SLAP) reagents, in conjunction with aldehydes and ketones, form N-unprotected piperazines via photocatalytic cross-coupling with Ir[(ppy)2dtbbpy]PF6 (747769). Heteroaromatic, aromatic, and aliphatic aldehydes are well tolerated, as are structurally and stereochemically complex SLAP reagents. This product was introduced in collaboration with the Bode Research Group and provides a tin-free alternative to SnAP (tin amine protocol) reagents for piperazine synthesis.
Other Notes
- Technology Spotlight: SLAP Reagents for Piperazine Synthesis
- Silicon Amine Reagents for the Photocatalytic Synthesis of Piperazines from Aldehydes and Ketones
- Lewis Acid Induced Toggle from Ir(II) to Ir(IV) Pathways in Photocatalytic Reactions: Synthesis of Thiomorpholines and Thiazepanes from Aldehydes and SLAP Reagents.
- Continuous Flow Synthesis of Morpholines and Oxazepanes with Silicon Amine Protocol (SLAP) Reagents and Lewis Acid Facilitated Photoredox Catalysis
signalword
Warning
hcodes
Hazard Classifications
Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
target_organs
Respiratory system
Storage Class
10 - Combustible liquids
wgk
WGK 3
Regulatory Information
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Protocols
The expanding class of SLAP reagents provides access to saturated N-heterocycles and aliphatic aldehydes and ketones without additional reagents or the generation of toxic byproducts.
Keri A Tallman et al.
Journal of lipid research, 54(3), 859-868 (2013-01-12)
Monitoring lipid distribution and metabolism in cells and biological fluids poses many challenges because of the many molecular species and metabolic pathways that exist. This study describes the synthesis and study of molecules that contain an alkyne functional group as
Christoph Thiele et al.
ACS chemical biology, 7(12), 2004-2011 (2012-09-25)
Fatty acids are abundant constituents of all biological systems, and their metabolism is important for normal function at all levels of an organism. Aberrations in fatty acid metabolism are associated with pathological states and have become a focus of current
Stephen B Milne et al.
Nature chemical biology, 6(3), 205-207 (2010-01-26)
Alkyne-modified phospholipids can be unambiguously identified and differentiated from native species in complex mixtures by formation of dicobalthexacarbonyl complexes. This reaction is specific for alkynes and is unaffected by other glycerophospholipid-related moieties. Enrichment of cells with alkyne-derivatized fatty acids or
Global Trade Item Number
| SKU | GTIN |
|---|---|
| 900400-500MG | 04061833244456 |