Hexanoic acid, 3-cyano-5-methyl-, ethyl ester, (3S)-

Base Information

• Chemical Name: Hexanoic acid, 3-cyano-5-methyl-, ethyl ester, (3S)-
• CAS No.: 181289-39-4
• Molecular Formula: C10H17NO2
• Molecular Weight: 183.25
• Mol file: 181289-39-4.mol

Synonyms:ethyl (S)-3-cyano-5-methylhexanoate;(S)-3-cyano-5-methyl hexanoic acid ethyl ester;(S)-ethyl 3-cyano-5-methylhexanoate;(S)-3-cyano-5-methyl-hexanoic acid ethyl ester;(S)-ethyl 3-cyano-5-methyl-hexanoate;

Chemical Property of Hexanoic acid, 3-cyano-5-methyl-, ethyl ester, (3S)-

Chemical Property:

• PSA: 50.09000
• LogP: 2.12548

Purity/Quality:

99%, ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of Hexanoic acid, 3-cyano-5-methyl-, ethyl ester, (3S)-

There total 43 articles about Hexanoic acid, 3-cyano-5-methyl-, ethyl ester, (3S)- 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: 77.0%

(R,S)-3-cyano-5-methylhexanoic acid ethyl ester (181289-17-8) → (S)-3-cyano-5-methylhexanoic acid ethyl ester (181289-39-4)

Guidance literature:

With sodium hydroxide; Candida antarctica lipase B; In water; at 15 ℃; pH=7.2; Aqueous phosphate buffer; Resolution of racemate;

Reference yield:

3-cyano-5-methyl-hex-3-enoic acid ethyl ester (350801-68-2) → 5-methyl-3-cyanohexanoic acid ethyl ester + (S)-3-cyano-5-methylhexanoic acid ethyl ester (181289-39-4)

Guidance literature:

With hydrogen; (Z,Z)-cycloocta-1,5-diene(R,R-1,2-bis(2,5-diethylphospholanyl)benzene)rhodium(I) tetrafluoroborate; In methanol; at 55 ℃; under 5171.48 Torr; Further Variations:; Reagents; Temperatures; Pressures; Product distribution;

DOI:10.1021/jo034397b

Reference yield:

(3S)-3-cyano-2-ethoxycarbonyl-5-methyl-hexanoic acid → 3-(S)-cyano-5-methyl-hexanoic acid (181289-37-2) + (S)-3-cyano-5-methylhexanoic acid ethyl ester (181289-39-4)

Guidance literature:

With water; sodium chloride; In dimethyl sulfoxide; at 88 - 135 ℃; for 20.5h;

upstream raw materials:

3-cyano-5-methyl-hex-3-enoic acid ethyl ester

L-leucine

(S)-2-bromo-4-methylpentanoic acid

ethyl 2-cyano-4-methylpentanoate

Downstream raw materials:

(S)-4-isobutyl-pyrrolidin-2-one

pregabilin