798886
SnAP TM Reagent
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About This Item
Empirical Formula (Hill Notation):
C15H35NSSn
CAS Number:
Molecular Weight:
380.22
NACRES:
NA.22
PubChem Substance ID:
UNSPSC Code:
12352103
MDL number:
form
liquid
Quality Level
refractive index
n/D 1.512
density
1.158 at 25 °C
functional group
amine, thioether
storage temp.
−20°C
SMILES string
CCCC[Sn](CCCC)(CSCCN)CCCC
InChI
1S/3C4H9.C3H8NS.Sn/c3*1-3-4-2;1-5-3-2-4;/h3*1,3-4H2,2H3;1-4H2;
InChI key
DYBMHPJDHUKXRF-UHFFFAOYSA-N
General description
SnAP (Sn amino protocol) reagents have been developed by the Bode group. SnAP reagents are air and moisture stable. They can be prepared from simple reactions with cheap raw materials. SnAP 2-Spiro-(4-Pip) M, also referred to as SnAP 2-spiro-(4-piperdine) morpholine, is a regioisomeric SnAP reagent. This reagent can be prepared from N-Boc piperidone.
Application
SnAP TM Reagent may be used to synthesize 3-substituted thiomorpholines from aldehydes. It may also be used in the preparation of unprotected, saturated N-heterocyclic compounds.
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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
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
Bespoke SnAP Reagents for the Synthesis of C-Substituted Spirocyclic and Bicyclic 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
Bespoke SnAP Reagents for the Synthesis of C-Substituted Spirocyclic and Bicyclic 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
flash_point_f
Not applicable
flash_point_c
Not applicable
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)
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)
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
| SKU | GTIN |
|---|---|
| 798886-1G | 04061826736425 |