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804142

Sigma-Aldrich

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

Synonym(e):

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

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About This Item

Empirische Formel (Hill-System):
C24H50N2O3Sn
Molekulargewicht:
533.38
UNSPSC-Code:
12352103
PubChem Substanz-ID:
NACRES:
NA.22

Form

liquid

Qualitätsniveau

Funktionelle Gruppe

ether

Lagertemp.

−20°C

SMILES String

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;

InChIKey

XZUSOLFDFJLEMZ-UHFFFAOYSA-N

Allgemeine Beschreibung

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.

Anwendung

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.

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Preisangaben

Signalwort

Danger

Gefahreneinstufungen

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

Lagerklassenschlüssel

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

WGK

WGK 3


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Die Dokumentenbibliothek aufrufen

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

Protokolle

Saturated N-heterocyclic building blocks or SnAP Reagents are of growing importance for the convenient synthesis of medium-ring saturated N-heterocycles, including bicyclic and spirocyclic structures. SnAP reagents are stable and readily available and can be coupled with widely available aromatic, heteroaromatic, aliphatic, and glyoxylic aldehydes.

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