Diethyl 2-(1-cyano-3-methylbutyl)malonate

Base Information

• Chemical Name: Diethyl 2-(1-cyano-3-methylbutyl)malonate
• CAS No.: 186038-82-4
• Molecular Formula: C13H21NO4
• Molecular Weight: 255.314
• DSSTox Substance ID: DTXSID20470286
• Nikkaji Number: J3.048.395B
• Mol file: 186038-82-4.mol

Synonyms:186038-82-4;Diethyl 2-(1-cyano-3-methylbutyl)malonate;diethyl 2-(1-cyano-3-methylbutyl)propanedioate;DIETHYL (1-CYANO-3-METHYLBUTYL)MALONATE;1,3-DIETHYL 2-(1-CYANO-3-METHYLBUTYL)PROPANEDIOATE;Diethyl (1-cyano-3-methylbutyl)propanedioate;SCHEMBL261165;1-cyano-3-methyl butylpropanedioic acid diethyl ester;DTXSID20470286;PZGIWBPMOSUKEV-UHFFFAOYSA-N;AKOS022172176;SS-5318;Diethyl2-(1-cyano-3-methylbutyl)malonate;FT-0774769;NS00026089;A907744;1-cyano-3-methylbutylpropanedioic acid diethyl ester;(r/s)-3-cyano-2-ethoxycarbonyl-5-methyl-hexanoic acid ethyl ester;Propanedioic acid, 2-(1-cyano-3-methylbutyl)-, 1,3-diethyl ester;acid, (1-cyano-3-methylbutyl)-, diethyl ester (9CI);2-Ethoxycarbonyl-3-cyano-5-methylhexanoic acid ethyl ester

Chemical Property of Diethyl 2-(1-cyano-3-methylbutyl)malonate

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.449
• Boiling Point: 355.712 °C at 760 mmHg
• PKA: 11.00±0.59(Predicted)
• Flash Point: 155.412 °C
• PSA: 76.39000
• Density: 1.044 g/cm³
• LogP: 1.91468
• Storage Temp.: 2-8°C
• XLogP3: 2.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 9
• Exact Mass: 255.14705815
• Heavy Atom Count: 18
• Complexity: 311

Purity/Quality:

97% ^*data from raw suppliers

Diethyl2-(1-cyano-3-methylbutyl)malonate 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(=O)C(C(CC(C)C)C#N)C(=O)OCC

Technology Process of Diethyl 2-(1-cyano-3-methylbutyl)malonate

There total 8 articles about Diethyl 2-(1-cyano-3-methylbutyl)malonate 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: 100.0%

(R)-2-ethoxycarbonyl-3-cyano-5-methylhexanoic acid ethyl ester (871577-68-3) → 2-ethoxycarbonyl-3-cyano-5-methylhexanoic acid ethyl ester (186038-82-4)

Guidance literature:

(R)-2-ethoxycarbonyl-3-cyano-5-methylhexanoic acid ethyl ester; With ethanol; sodium ethanolate; at 80 ℃; for 20h;

With acetic acid; In ethanol; at 20 ℃;

Reference yield: 97.97%

diethyl 2-(3-methylbutylidene)malonate (51615-30-6) + sodium cyanide (143-33-9,25596-52-5) → 2-ethoxycarbonyl-3-cyano-5-methylhexanoic acid ethyl ester (186038-82-4)

Guidance literature:

In ethanol; at 25 - 35 ℃; for 2 - 3h;

Reference yield: 87.6%

sodium cyanide (773837-37-9) + diethyl 2-(3-methylbutylidene)malonate (51615-30-6) → 2-ethoxycarbonyl-3-cyano-5-methylhexanoic acid ethyl ester (186038-82-4)

Guidance literature:

With carbon dioxide; In ethanol; water; at 30 - 40 ℃; for 2h; under 760.051 - 1520.1 Torr;

upstream raw materials:

(R)-2-ethoxycarbonyl-3-cyano-5-methylhexanoic acid ethyl ester

diethyl 2-(3-methylbutylidene)malonate

sodium cyanide

trimethylsilyl cyanide

Downstream raw materials:

(S)-3-cyano-5-methylhexanoic acid ethyl ester

pregabilin

racemic 3-cyano-5-methylhexanoic acid

(R,S)-3-iso-butyl-4-aminobutyric acid