ethyl 4-cyanotetrahydro-2H-pyran-4-carboxylate

Base Information

• Chemical Name: ethyl 4-cyanotetrahydro-2H-pyran-4-carboxylate
• CAS No.: 30431-99-3
• Molecular Formula: C₉H₁₃NO₃
• Molecular Weight: 183.207
• Hs Code.: 2932999099
• Mol file: 30431-99-3.mol

Synonyms:4-Cyanotetrahydropyran-4-carboxylicacid ethyl ester; Ethyl 4-cyanotetrahydro-2H-pyran-4-carboxylate

Chemical Property of ethyl 4-cyanotetrahydro-2H-pyran-4-carboxylate

Chemical Property:

• Vapor Pressure: 0.001mmHg at 25°C
• Boiling Point: 297.541oC at 760 mmHg
• Flash Point: 128.64oC
• PSA: 59.32000
• Density: 1.125g/cm3
• LogP: 0.86988
• Storage Temp.: 2-8°C

Purity/Quality:

97% ^*data from raw suppliers

Ethyl4-cyanotetrahydro-2H-pyran-4-carboxylate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: Ethyl 4-Cyanotetrahydro-2h-pyran-4-carboxylate is used in preparation of Imidazo[1,2-a]pyridinyl derivatives as IRAK4 inhibitors.

Technology Process of ethyl 4-cyanotetrahydro-2H-pyran-4-carboxylate

There total 2 articles about ethyl 4-cyanotetrahydro-2H-pyran-4-carboxylate which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 25.0%

3-oxa-1,5-dichloropentane (111-44-4) + ethyl 2-cyanoacetate (105-56-6) → 4-cyano-tetrahydro-pyran-4-carboxylic acid ethyl ester (30431-99-3)

Guidance literature:

ethyl 2-cyanoacetate; With sodium hydride; In N,N-dimethyl-formamide; at 0 - 20 ℃; for 2.41667h;

3-oxa-1,5-dichloropentane; In N,N-dimethyl-formamide; at 20 - 90 ℃; for 17h;

Reference yield:

4-Vinyloxy-2-cyan-ethylbutanoat (30431-98-2) → 4-cyano-tetrahydro-pyran-4-carboxylic acid ethyl ester (30431-99-3)

Guidance literature:

With dibenzoyl peroxide;

Reference yield: 81.0%

4-cyano-tetrahydro-pyran-4-carboxylic acid ethyl ester (30431-99-3) → 4-(hydroxymethyl)-tetrahydro-2H-pyran-4-carbonitrile (1010836-56-2)

Guidance literature:

With sodium tetrahydroborate; In methanol; 1,2-dimethoxyethane; at 0 - 20 ℃; for 27h;

DOI:10.1002/ejoc.202000351

upstream raw materials:

3-oxa-1,5-dichloropentane

ethyl 2-cyanoacetate

4-Vinyloxy-2-cyan-ethylbutanoat

Downstream raw materials:

4-cyanotetrahydro-2H-pyran-4-carboxylic acid

4-cyano-tetrahydro-pyran-4-carboxylic acid amide

tetrahydro-4H-pyran-4,4-dicarboxylic acid

[4-(aminomethyl)tetrahydro-2H-pyran-4-yl]methanol

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