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Merck
CN

798843

Sigma-Aldrich

SnAP 3Me-M试剂

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别名:
1-[(Tributylstannyl)methoxy]-2-propanamine
经验公式(希尔记法):
C16H37NOSn
分子量:
378.18
UNSPSC代码:
12352103
PubChem化学物质编号:
NACRES:
NA.22

描述

Flash point (deg F): >230

质量水平

形式

liquid

折射率

n/D 1.479

密度

1.102 at 25 °C

储存温度

−20°C

SMILES字符串

CCCC[Sn](CCCC)(COCC(N)C)CCCC

InChI

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

InChI key

HWVHQCDLUIMLHX-UHFFFAOYSA-N

应用

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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Danger

危险分类

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

WGK

WGK 3

闪点(°F)

Not applicable

闪点(°C)

Not applicable

法规信息

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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
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)

实验方案

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

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。

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