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798916

Sigma-Aldrich

SnAP OA Reagent

Sinonimo/i:

3-[(Tributylstannyl)methoxy]-1-propanamine

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1 G
CHF 83.20
5 G
CHF 285.00

CHF 83.20

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Cambia visualizzazione
1 G
CHF 83.20
5 G
CHF 285.00

About This Item

Formula empirica (notazione di Hill):
C16H37NOSn
Numero CAS:
1577233-70-5
Peso molecolare:
378.18
Numero MDL:
MFCD28579830
Codice UNSPSC:
12352103
ID PubChem:
329768682
NACRES:
NA.22

CHF 83.20

Disponibilità a magazzino: 0
Richiedi un ordine bulk

Stato

liquid

Livello qualitativo

100

Densità

1.102 at 25 °C

Gruppo funzionale

amine
ether

Temperatura di conservazione

−20°C

Stringa SMILE

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;
MFLUZZMSFDSMIZ-UHFFFAOYSA-N

Categorie correlate

Applicazioni

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)

Altre note

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

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Avvertenze

Danger

Classi di pericolo

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

Codice della classe di stoccaggio

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

Classe di pericolosità dell'acqua (WGK)

WGK 3

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Certificati d'analisi (COA)

Lot/Batch Number
MKCC1800
MKCB9597
MKCB9663
MKCB7170
MKBZ4110V

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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
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

Protocolli

SnAP Reagents

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

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