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900400

Sigma-Aldrich

SLAP 3-SpiroCyHex N-Bn Pip Reagent

≥95%

Synonyme(s) :

1-((Benzyl((trimethylsilyl)methyl)amino)methyl)cyclohexanamine

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About This Item

Formule empirique (notation de Hill):
C18H32N2Si
Poids moléculaire :
304.55
Code UNSPSC :
12352103
ID de substance PubChem :
Nomenclature NACRES :
NA.22

Pureté

≥95%

Forme

liquid

Indice de réfraction

n/D 1.516

Densité

0.956 g/mL

Température de stockage

−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

Clé InChI

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.

Produit(s) apparenté(s)

Réf. du produit
Description
Tarif

Pictogrammes

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Mention d'avertissement

Warning

Mentions de danger

Classification des risques

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Organes cibles

Respiratory system

Code de la classe de stockage

10 - Combustible liquids

Classe de danger pour l'eau (WGK)

WGK 3


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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
Xinxin Gao et al.
FEBS letters, 585(15), 2501-2506 (2011-07-12)
Palmitoylation of the Wnt and Hedgehog proteins is critical for maintaining their physiological functions. To date, there are no reported studies that characterize the cellular distribution of the palmitoylated forms of these proteins. Here, we describe the subcellular localization of
Brent R Martin et al.
Nature methods, 6(2), 135-138 (2009-01-13)
S-palmitoylation is a pervasive post-translational modification required for the trafficking, compartmentalization and membrane tethering of many proteins. We demonstrate that the commercially available compound 17-octadecynoic acid (17-ODYA) can serve as a bioorthogonal, click chemistry probe for in situ labeling, identification
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

Protocoles

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.

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