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Merck

798851

Sigma-Aldrich

SnAP 2Me-M试剂

别名:

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

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About This Item

经验公式(希尔记法):
C16H37NOSn
分子量:
378.18
分類程式碼代碼:
12352103
PubChem物質ID:

描述

Flash point (deg F): >230

形狀

liquid

折射率

n/D 1.487

密度

1.128 at 25 °C

儲存溫度

−20°C

SMILES 字串

CCCC[Sn](CCCC)(COC(C)CN)CCCC

InChI

1S/C4H10NO.3C4H9.Sn/c1-4(3-5)6-2;3*1-3-4-2;/h4H,2-3,5H2,1H3;3*1,3-4H2,2H3;

InChI 密鑰

MALMPZOIHFDDCK-UHFFFAOYSA-N

應用

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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说明
价格

訊號詞

Danger

危險分類

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

儲存類別代碼

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

水污染物質分類(WGK)

WGK 3

閃點(°F)

Not applicable

閃點(°C)

Not applicable


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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
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)
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

实验方案

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

饱和N-杂环构建砌块或SnAP试剂对于方便合成中环饱和N-杂环(包括双环和螺旋环结构)越来越重要。SnAP试剂稳定且易得,可与广泛可用的芳香醛、杂芳族醛、脂肪族醛和乙醛醛偶联。

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