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Merck

804142

Sigma-Aldrich

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

Sinónimos:

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

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About This Item

Fórmula empírica (notación de Hill):
C24H50N2O3Sn
Peso molecular:
533.38
Número MDL:
Código UNSPSC:
12352103
ID de la sustancia en PubChem:
NACRES:
NA.22

Formulario

liquid

Nivel de calidad

grupo funcional

ether

temp. de almacenamiento

−20°C

cadena SMILES

CCCC[Sn](CCCC)(COCC1(CCN(C(OC(C)(C)C)=O)CC1)N)CCCC

InChI

1S/C12H23N2O3.3C4H9.Sn/c1-11(2,3)17-10(15)14-7-5-12(13,6-8-14)9-16-4;3*1-3-4-2;/h4-9,13H2,1-3H3;3*1,3-4H2,2H3;

Clave InChI

XZUSOLFDFJLEMZ-UHFFFAOYSA-N

Descripción general

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.

Aplicación

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.

Automate your N-heterocycle formation with Synple Automated Synthesis Platform (SYNPLE-SC002)

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Descripción
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Palabra de señalización

Danger

Clasificaciones de peligro

Acute Tox. 3 Oral - Acute Tox. 4 Dermal - Aquatic Acute 1 - Aquatic Chronic 1 - Eye Irrit. 2 - Repr. 1B - Skin Irrit. 2 - STOT RE 1

Código de clase de almacenamiento

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

Clase de riesgo para el agua (WGK)

WGK 3


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SnAP Reagents for a Cross-Coupling Approach to the One-Step Synthesis of Saturated N-Heterocycles.
Luescher MU, et al.
Aldrichimica Acta, 48(2), 43-48 (2015)
Cam-Van T Vo et al.
Nature chemistry, 6(4), 310-314 (2014-03-22)
Interest in saturated N-heterocycles as scaffolds for the synthesis of bioactive molecules is increasing. Reliable and predictable synthetic methods for the preparation of these compounds, especially medium-sized rings, are limited. We describe the development of SnAP (Sn amino protocol) reagents

Protocolos

SnAP Reagents facilitate synthesis of saturated N-heterocycles for diverse structures.

SnAP Reagents facilitate synthesis of saturated N-heterocycles for diverse structures.

SnAP Reagents facilitate synthesis of saturated N-heterocycles for diverse structures.

SnAP Reagents facilitate synthesis of saturated N-heterocycles for diverse structures.

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