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Merck
CN

804142

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

Synonym(s):

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

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About This Item

Empirical Formula (Hill Notation):
C24H50N2O3Sn
Molecular Weight:
533.38
MDL number:
UNSPSC Code:
12352103
PubChem Substance ID:
NACRES:
NA.22
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form

liquid

Quality Level

functional group

ether

storage temp.

−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;

InChI key

XZUSOLFDFJLEMZ-UHFFFAOYSA-N

General description

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.

Application

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)
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


signalword

Danger

Hazard Classifications

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

Storage Class

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

wgk

WGK 3

Regulatory Information

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Protocols

SnAP试剂是一种种类不断扩充的试剂,现在可用来方便地合成中等环(6-9元)饱和N-杂环,包括双环和螺环结构。

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


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



Global Trade Item Number

SKUGTIN
804142-500MG04061833243657