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Merck

804088

Sigma-Aldrich

SnAP 2-Spiro-(4-Pip) M试剂

别名:

tert-butyl 4-(aminomethyl)-4-((tributylstannyl)methoxy)piperidine-1-carboxylate

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About This Item

经验公式(希尔记法):
C24H50N2O3Sn
分子量:
533.38
分類程式碼代碼:
12352103
PubChem物質ID:
NACRES:
NA.22

形狀

liquid

折射率

n/D 1.492

密度

1.146

儲存溫度

−20°C

SMILES 字串

CCCC[Sn](CCCC)(COC1(CCN(C(OC(C)(C)C)=O)CC1)CN)CCCC

InChI

1S/C12H23N2O3.3C4H9.Sn/c1-11(2,3)17-10(15)14-7-5-12(9-13,16-4)6-8-14;3*1-3-4-2;/h4-9,13H2,1-3H3;3*1,3-4H2,2H3;

InChI 密鑰

LEBKPKYDLQUOJO-UHFFFAOYSA-N

一般說明

SnAP (Sn amino protocol) reagents have been developed by the Bode group SnAP reagents are air and moisture stable. They can be prepared by 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.

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
SnAP 2-Spiro-(4-Pip) M Reagent may be used for the preparation of unprotected, saturated N-heterocyclic compounds, C-substituted bicyclic and spirocyclic morpholines.

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相關產品

产品编号
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)

>230.0 °F

閃點(°C)

> 110 °C


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Kimberly Geoghegan et al.
Organic letters, 17(8), 1934-1937 (2015-03-31)
The precise placement of C-substituents on bicyclic and spirocyclic N-heterocycles is readily achieved by the combination of aldehydes and new SnAP reagents. The substituted SnAP reagents are readily prepared from simple starting materials and couple with a variety of aromatic
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)
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

实验方案

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

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。

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

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