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

Base Information

• Chemical Name: (S)-3-cyano-5-methylhexanoic acid
• CAS No.: 181289-37-2
• Molecular Formula: C8H13NO2
• Molecular Weight: 155.197
• DSSTox Substance ID: DTXSID70431807
• Nikkaji Number: J1.897.814H
• Wikidata: Q82245781
• Mol file: 181289-37-2.mol

Synonyms:(S)-3-cyano-5-methylhexanoic acid;181289-37-2;(3S)-3-cyano-5-methylhexanoic acid;SCHEMBL16576;DTXSID70431807;MGWZYUMZVZMKTN-ZETCQYMHSA-N;(S)-3-cyano-5-methylhexanoicacid;(3s)-3-cyano-5-methyl hexanoic acid

Chemical Property of (S)-3-cyano-5-methylhexanoic acid

Chemical Property:

• XLogP3: 1.1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 4
• Exact Mass: 155.094628657
• Heavy Atom Count: 11
• Complexity: 178

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)CC(CC(=O)O)C#N
• Isomeric SMILES: CC(C)C[C@@H](CC(=O)O)C#N

Technology Process of (S)-3-cyano-5-methylhexanoic acid

There total 1 articles about (S)-3-cyano-5-methylhexanoic 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:

(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;

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: 62.1%

3-(S)-cyano-5-methyl-hexanoic acid (181289-37-2) → pregabilin (148553-50-8)

Guidance literature:

With hydrogen; sodium hydroxide; In water; at 20 ℃; for 9h; under 15001.5 Torr; Green chemistry;

DOI:10.1021/acs.oprd.9b00285

Downstream raw materials:

pregabilin

racemic 3-cyano-5-methylhexanoic acid

Refernces