798916
SnAP OA Reagent
Synonym(s):
3-[(Tributylstannyl)methoxy]-1-propanamine
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About This Item
Empirical Formula (Hill Notation):
C16H37NOSn
CAS Number:
Molecular Weight:
378.18
MDL number:
UNSPSC Code:
12352103
PubChem Substance ID:
NACRES:
NA.22
form
liquid
Quality Level
density
1.102 at 25 °C
functional group
amine, ether
storage temp.
−20°C
SMILES string
CCCC[Sn](CCCC)(COCCCN)CCCC
InChI
1S/C4H10NO.3C4H9.Sn/c1-6-4-2-3-5;3*1-3-4-2;/h1-5H2;3*1,3-4H2,2H3;
InChI key
MFLUZZMSFDSMIZ-UHFFFAOYSA-N
Application
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
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Other Notes
Technology spotlight: SnAP Reagents
Professor product portal: Jeffrey Bode Research Group
SnAP Reagents for the Synthesis of Piperazines and Morpholines
SnAP reagents for the one-step synthesis of medium-ring saturated N-heterocycles from aldehydes
SnAP Reagents for a Cross-Coupling Approach to the One-Step Synthesis of Saturated N-Heterocycles
Professor product portal: Jeffrey Bode Research Group
SnAP Reagents for the Synthesis of Piperazines and Morpholines
SnAP reagents for the one-step synthesis of medium-ring saturated N-heterocycles from aldehydes
SnAP Reagents for a Cross-Coupling Approach to the One-Step Synthesis of Saturated N-Heterocycles
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
监管及禁止进口产品
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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.
Michael U Luescher et al.
Organic letters, 16(4), 1236-1239 (2014-02-08)
Substituted piperazines and morpholines are valuable structural motifs in biologically active compounds, but are not easily prepared by contemporary cross-coupling approaches. In this report, we introduce SnAP reagents for the transformation of aldehydes into N-unprotected piperazines and morpholines. This approach
Woon-Yew Siau et al.
Journal of the American Chemical Society, 136(51), 17726-17729 (2014-12-09)
The combination of cyclic ketones and stannyl amine protocol (SnAP) reagents affords saturated, spirocyclic N-heterocycles under operationally simple reaction conditions. The resulting, N-unprotected spirocyclic amines are in great demand as scaffolds for drug discovery and development. The union of SnAP
SnAP reagents for the transformation of aldehydes into substituted thiomorpholines--an alternative to cross-coupling with saturated heterocycles.
Cam-Van T Vo et al.
Angewandte Chemie (International ed. in English), 52(6), 1705-1708 (2013-01-03)
Global Trade Item Number
| SKU | GTIN |
|---|---|
| 798916-5G | 04061833341148 |
| 798916-1G | 04061826736456 |
| 798916-20G | 04061833341131 |