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Merck

900404

Sigma-Aldrich

SLAP HydroPyridopyrazine Reagent

≥95%

别名:

(1-((Trimethylsilyl)methyl)piperidin-2-yl)methanamine

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About This Item

经验公式(希尔记法):
C10H24N2Si
分子量:
200.40
分類程式碼代碼:
12352103
PubChem物質ID:
NACRES:
NA.22

化驗

≥95%

形狀

liquid

折射率

n/D 1.4470

密度

0.9030 g/mL

官能基

amine

儲存溫度

−20°C

應用

Silicon amine protocol (SLAP) reagents, in conjunction with aldehydes and ketones, form N-unprotected piperazines via photocatalytic cross-coupling with Ir[(ppy)2dtbbpy]PF6 (747769). Heteroaromatic, aromatic, and aliphatic aldehydes are well tolerated, as are structurally and stereochemically complex SLAP reagents. This product was introduced in collaboration with the Bode Research Group and provides a tin-free alternative to SnAP (tin amine protocol) reagents for piperazine synthesis.

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说明
价格

象形圖

Exclamation mark

訊號詞

Warning

危險聲明

危險分類

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

標靶器官

Respiratory system

儲存類別代碼

10 - Combustible liquids

水污染物質分類(WGK)

WGK 3

閃點(°F)

175.0 °F

閃點(°C)

79.44 °C


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Moritz K Jackl et al.
Organic letters, 19(17), 4696-4699 (2017-08-17)
Photocatalytic coupling of aldehydes and silicon amine protocol (SLAP) reagents enables the simple, scalable synthesis of substituted morpholines, oxazepanes, thiomorpholines, and thiazepanes under continuous flow conditions. Key to the success of this process is the combination of an inexpensive organic
Sheng-Ying Hsieh et al.
Organic letters, 18(9), 2098-2101 (2016-04-22)
Silicon amine protocol (SLAP) reagents for photocatalytic cross-coupling with aldehydes and ketones to form N-unprotected piperazines have been developed. This blue light promoted process tolerates a wide range of heteroaromatic, aromatic, and aliphatic aldehydes and structurally and stereochemically complex SLAP
Sheng-Ying Hsieh et al.
ACS central science, 3(1), 66-72 (2017-02-06)
Redox neutral photocatalytic transformations often require careful pairing of the substrates and photoredox catalysts in order to achieve a catalytic cycle. This can limit the range of viable transformations, as we recently observed in attempting to extend the scope of
In vivo profiling and visualization of cellular protein-lipid interactions using bifunctional fatty acids.
Per Haberkant et al.
Angewandte Chemie (International ed. in English), 52(14), 4033-4038 (2013-03-02)
Per Haberkant et al.
Biochimica et biophysica acta, 1841(8), 1022-1030 (2014-01-21)
Understanding biological processes at the mechanistic level requires a systematic charting of the physical and functional links between all cellular components. While protein-protein and protein-nucleic acid networks have been subject to many global surveys, other critical cellular components such as

实验方案

The Bode group has developed SnAP (stannyl amine protocol) reagents that cross-couple with aldehydes and ketones to provide one-step access to a wide variety of saturated N-heterocycles.

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