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Merck
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重要文件

803928

Sigma-Aldrich

4-(三氟甲基磺酰氧基)-3-(三甲基甲硅烷基)-5,6-二氢吡啶-1(2H)-羧酸苄酯

同義詞:

Garg Azacyclohexyne Precursor

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About This Item

經驗公式(希爾表示法):
C17H22F3NO5SSi
分子量::
437.51
分類程式碼代碼:
12352100
PubChem物質ID:
NACRES:
NA.22

描述

FP: >230°F

形狀

liquid

折射率

n20/D 1.4902

密度

1.2625 g/mL at 25 °C

官能基

fluoro
phenyl
triflate

儲存溫度

2-8°C

SMILES 字串

C[Si](C)(C)C1=C(OS(=O)(C(F)(F)F)=O)CCN(C(OCC2=CC=CC=C2)=O)C1

InChI

1S/C17H22F3NO5SSi/c1-28(2,3)15-11-21(16(22)25-12-13-7-5-4-6-8-13)10-9-14(15)26-27(23,24)17(18,19)20/h4-8H,9-12H2,1-3H3

InChI 密鑰

QGKRRFLQHRMSAL-UHFFFAOYSA-N

一般說明

Benzyl 4-(trifluoromethylsulfonyloxy)-3-(trimethylsilyl)-5,6-dihydropyridine-1(2H)-carboxylate is a silyl triflate. It can be prepared from 4-methoxypyridine, via a three-step route.

應用

Benzyl 4-(trifluoromethylsulfonyloxy)-3-(trimethylsilyl)-5,6-dihydropyridine-1(2H)-carboxylate may be used as a starting reagent for the synthesis of 3,4-piperidyne. 3,4-Piperidyne is a precursor for the synthesis of various functionalized heterocyclic compounds.
Building block is a precursor for a highly useful azacyclohexyne intermediate, which is generated in the presence of Cesium Fluoride. The azacyclohexyne can be trapped in situ with dipolariphiles and other dienes to form bicyclic carbocycles and heterocycles.

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)

Not applicable

閃點(°C)

Not applicable


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Travis C McMahon et al.
Journal of the American Chemical Society, 137(12), 4082-4085 (2015-03-15)
We report the generation of the first 3,4-piperidyne and its use as a building block for the synthesis of annulated piperidines. Experimental and computational studies of this intermediate are disclosed, along with comparisons to the well-known 3,4-pyridyne. The distortion/interaction model

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