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Documentos

798878

Sigma-Aldrich

SnAP M Reagent

95%

Sinónimos:

2-[(tributylstannyl)methoxy]-Ethanamine

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About This Item

Fórmula empírica (notación de Hill):
C15H35NOSn
Número de CAS:
1557288-04-6
Peso molecular:
364.15
UNSPSC Code:
12352103
PubChem Substance ID:
329768676
NACRES:
NA.22

Quality Level

100

assay

95%

form

liquid

storage temp.

−20°C

SMILES string

CCCC[Sn](CCCC)(COCCN)CCCC

InChI

1S/3C4H9.C3H8NO.Sn/c3*1-3-4-2;1-5-3-2-4;/h3*1,3-4H2,2H3;1-4H2;

InChI key

YFZRXKFYLGAQOC-UHFFFAOYSA-N

Categorías relacionadas

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

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

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

related product

Referencia del producto
Descripción
Precios

798916

SnAP OA Reagent

798908

SnAP Pip Reagent

798894

SnAP DA Reagent

798886

SnAP TM Reagent

798851

SnAP 2Me-M Reagent

798843

SnAP 3Me-M Reagent

804088

SnAP 2-Spiro-(4-Pip) M Reagent

804142

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

804177

SnAP 3-Spiro-(2-Pyr) M Reagent

804185

SnAP 2-Spiro-(2-Pyr) M Reagent

804150

SnAP 2,3-Bicyclo-(3,4-Pyr) M Reagent

900398

SnAP-ex 3-N-Boc P Reagent, 95%

900404

SLAP HydroPyridopyrazine Reagent, ≥95%

900402

SLAP HydroQuinoxaline, 95%

900401

SLAP 2,3-Bicyclo-(3,4-THF) N-BnPip Reagent, ≥95%

900403

SLAP HydroPyrrolopyrazine Reagent

900406

SLAP N-Bn-3Me-Pip Reagent

900755

SLAP TA, 95%

900756

SLAP M, ≥95%

900814

SLAP TM, ≥95%

900815

SLAP 5-TMS TM, ≥95%

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_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

Certificados de análisis (COA)

Busque Certificados de análisis (COA) introduciendo el número de lote del producto. Los números de lote se encuentran en la etiqueta del producto después de las palabras «Lot» o «Batch»

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Sigma-Aldrich

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Sigma-Aldrich

105228

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Sigma-Aldrich

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Tetrahidrofuran

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
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
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
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)

Protocolos

SnAP Reagents

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

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