2-cyano-4-methylpentanoic acid

Base Information

• Chemical Name: 2-cyano-4-methylpentanoic acid
• CAS No.: 18283-41-5
• Molecular Formula: C7H11NO2
• Molecular Weight: 141.17
• Mol file: 18283-41-5.mol

Synonyms:

Chemical Property of 2-cyano-4-methylpentanoic acid

Chemical Property:

• Vapor Pressure: 0.00165mmHg at 25°C
• Boiling Point: 272.8°Cat760mmHg
• Flash Point: 118.8°C
• Density: 1.062g/cm³

Purity/Quality:

99%min ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 2-cyano-4-methylpentanoic acid

There total 7 articles about 2-cyano-4-methylpentanoic acid 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%

2-cyano-4-methyl-pent-2-enoic acid (760-58-7) → 2-cyano-4-methylpentanoic acid (18283-41-5)

Guidance literature:

2-cyano-4-methyl-pent-2-enoic acid; With water; sodium hydrogencarbonate; at 0 ℃; for 0.25h;

With sodium tetrahydroborate; at 0 - 20 ℃; for 5h;

With hydrogenchloride; In water; at 0 ℃; pH=2 - 3; Product distribution / selectivity;

Reference yield: 99.0%

cyanoacetic acid (372-09-8) + isobutyraldehyde (78-84-2) → 2-cyano-4-methylpentanoic acid (18283-41-5)

Guidance literature:

cyanoacetic acid; With potassium hydroxide; In water; at 5 ℃; for 0.25h;

isobutyraldehyde; With hydrogen; 5%-palladium/activated carbon; In water; for 17h; under 750.075 Torr;

With hydrogenchloride; In water; at 5 ℃; for 0.25h;

Reference yield: 40.0%

carbon dioxide (124-38-9,18923-20-1) + acrylonitrile (107-13-1,25014-41-9) + isopropyl bromide (75-26-3) → 2-cyano-4-methylpentanoic acid (18283-41-5)

Guidance literature:

With tert-butylammonium hexafluorophosphate(V); In N,N-dimethyl-formamide; at 22 ℃; Glovebox; Sealed tube; Inert atmosphere; Electrolysis;

DOI:10.1021/jacs.0c08532

upstream raw materials:

ethyl 2-cyano-4-methylpentanoate

cyanoacetic acid

isobutyraldehyde

2-cyano-4-methyl-pent-2-enoic acid

Downstream raw materials:

pregabilin

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

6-amino-5-isobutyl-2-phenyl-[1,3]oxazin-4-one

Refernces

• 1、 Debarge, Sebastien,McDaid, Paul,O'Neill, Pat,Frahill, James,Wong, John W.,Carr, Donncha,Burrell, Adam,Davies, Simon,Karmilowicz, Mike,Steflik, Jeremy. "Evaluation of several routes to advanced pregabalin intermediates: Synthesis and enantioselective enzymatic reduction using ene-reductases". . p. 109 - 121. Retrieved 2014/05/20.
• 2、 -. "PROCESS FOR THE PREPARATION OF ( S ) - 3 - CYANO - 5 - METHYLHEXANOIC ACID DERIVATIVES ADN OF PREGABALIN". Page/Page column 23-24. . Retrieved 2012/03/26.