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900406

Sigma-Aldrich

SLAP N-Bn-3Me-Pip Reagent

Synonyme(s) :

(S)-N1-Benzyl-N1-((trimethylsilyl)methyl)propane-1,2-diamine

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About This Item

Formule empirique (notation de Hill):
C14H26N2Si
Numéro CAS:
2168413-62-3
Poids moléculaire :
250.46
Code UNSPSC :
12352103
Nomenclature NACRES :
NA.06

Forme

liquid

Niveau de qualité

100

Température de stockage

−20°C

Catégories apparentées

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.

Autres remarques

Produit(s) apparenté(s)

Réf. du produit
Description
Tarif

798916

SnAP OA Reagent

798908

SnAP Pip Reagent

798894

SnAP DA Reagent

798886

SnAP TM Reagent

798878

SnAP M Reagent, 95%

798851

SnAP 2Me-M Reagent

798843

SnAP 3Me-M Reagent

804088

SnAP 2-Spiro-(4-Pip) M Reagent

804142

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

804177

SnAP 3-Spiro-(2-Pyr) M Reagent

804185

SnAP 2-Spiro-(2-Pyr) M Reagent

804150

SnAP 2,3-Bicyclo-(3,4-Pyr) M Reagent

900404

SLAP HydroPyridopyrazine Reagent, ≥95%

900402

SLAP HydroQuinoxaline, 95%

900401

SLAP 2,3-Bicyclo-(3,4-THF) N-BnPip Reagent, ≥95%

900403

SLAP HydroPyrrolopyrazine Reagent

900400

SLAP 3-SpiroCyHex N-Bn Pip Reagent, ≥95%

900399

SLAP N-Bn Pip Reagent, 95%

900755

SLAP TA, 95%

900756

SLAP M, ≥95%

900814

SLAP TM, ≥95%

900815

SLAP 5-TMS TM, ≥95%

Pictogrammes

Exclamation mark
GHS07

Mention d'avertissement

Warning

Mentions de danger

H315,H319,H335

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

Point d'éclair (°F)

Not applicable

Point d'éclair (°C)

Not applicable

Certificats d'analyse (COA)

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Consulter la Bibliothèque de documents

Moritz K Jackl et al.
Organic letters, 19(17), 4696-4699 (2017-08-17)
Photocatalytic coupling of aldehydes and silicon amine protocol (SLAP) reagents enables the simple, scalable synthesis of substituted morpholines, oxazepanes, thiomorpholines, and thiazepanes under continuous flow conditions. Key to the success of this process is the combination of an inexpensive organic
Sheng-Ying Hsieh et al.
ACS central science, 3(1), 66-72 (2017-02-06)
Redox neutral photocatalytic transformations often require careful pairing of the substrates and photoredox catalysts in order to achieve a catalytic cycle. This can limit the range of viable transformations, as we recently observed in attempting to extend the scope of
Sheng-Ying Hsieh et al.
Organic letters, 18(9), 2098-2101 (2016-04-22)
Silicon amine protocol (SLAP) reagents for photocatalytic cross-coupling with aldehydes and ketones to form N-unprotected piperazines have been developed. This blue light promoted process tolerates a wide range of heteroaromatic, aromatic, and aliphatic aldehydes and structurally and stereochemically complex SLAP
Per Haberkant et al.
Biochimica et biophysica acta, 1841(8), 1022-1030 (2014-01-21)
Understanding biological processes at the mechanistic level requires a systematic charting of the physical and functional links between all cellular components. While protein-protein and protein-nucleic acid networks have been subject to many global surveys, other critical cellular components such as
In vivo profiling and visualization of cellular protein-lipid interactions using bifunctional fatty acids.
Per Haberkant et al.
Angewandte Chemie (International ed. in English), 52(14), 4033-4038 (2013-03-02)

Protocoles

SiLicon Amine Protocol (SLAP) Reagents

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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