Pregabalin Cyano Acid IMpurity

Base Information

• Chemical Name: Pregabalin Cyano Acid IMpurity
• CAS No.: 181289-16-7
• Molecular Formula: C₈H₁₃NO₂
• Molecular Weight: 155.197
• Mol file: 181289-16-7.mol

Synonyms:racemic 3-cyano-5-methylhexanoic acid

Chemical Property of Pregabalin Cyano Acid IMpurity

Chemical Property:

• Storage Temp.: Refrigerator, under inert atmosphere
• Solubility.: Chloroform (Slightly), Methanol (Slightly)

Purity/Quality:

97% ^*data from raw suppliers

3-Cyano-5-methylhexanoicAcid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: 3-Cyano-5-methylhexanoic Acid, a derivative of rac-Pregabalin (P704800), a GABA analogue used as an anticonvulsant.

Technology Process of Pregabalin Cyano Acid IMpurity

There total 19 articles about Pregabalin Cyano Acid IMpurity 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: 95.0%

5-methyl-3-cyanohexanoic acid ethyl ester → racemic 3-cyano-5-methylhexanoic acid (181289-16-7)

Guidance literature:

5-methyl-3-cyanohexanoic acid ethyl ester; With ethanol; sodium ethanolate; In dimethyl sulfoxide; at 75 ℃; for 4h;

With acetic acid; In water; dimethyl sulfoxide; at 20 - 30 ℃; Product distribution / selectivity;

Reference yield: 87.0%

3-(S)-cyano-5-methyl-hexanoic acid (181289-37-2) → racemic 3-cyano-5-methylhexanoic acid (181289-16-7)

Guidance literature:

With potassium tert-butylate; In isopropyl alcohol; at 80 ℃; for 4h;

DOI:10.1016/j.tetlet.2012.08.128

Reference yield: 71.92%

2-isobutyl succinonitrile (61312-86-5) → racemic 3-cyano-5-methylhexanoic acid (181289-16-7)

Guidance literature:

With water; sodium hydrogencarbonate; In methanol; at 35 ℃; for 24h; pH=7.5; Solvent; Temperature; Reagent/catalyst; Enzymatic reaction;

upstream raw materials:

ethyl 2-cyano-4-methylpentanoate

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

diethyl 2-cyano-2-isobutylsuccinate

4-ethyl 1-methyl 2-cyano-2-isobutylsuccinate

Downstream raw materials:

(3S)-cyano-5-methylhexanoic acid (S)-phenyl ethyl amine salt

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

pregabilin