(S)-2-Methylpentanoic Acid

Base Information

• Chemical Name: (S)-2-Methylpentanoic Acid
• CAS No.: 1187-82-2
• Molecular Formula: C6H12O2
• Molecular Weight: 116.16
• Hs Code.: 2915900090
• UNII: 52739CH9WO
• Nikkaji Number: J84.246J
• Wikidata: Q27260971
• Mol file: 1187-82-2.mol

Synonyms:(S)-2-Methylpentanoic Acid;(S)-2-Methylvaleric Acid;1187-82-2;(S)-(+)-2-Methylvaleric Acid;(2S)-2-methylpentanoic acid;Pentanoic acid, 2-methyl-, (S)-;2-Methylpentanoic acid, (S)-;(S)-(+)-2-Methylpentanoic Acid;Pentanoic acid, 2-methyl-, (2S)-;UNII-52739CH9WO;52739CH9WO;(r)-2-methyl-pentanoic acid;starbld0000520;SCHEMBL5747303;AKOS027322104;CS-0442134;Q27260971

Chemical Property of (S)-2-Methylpentanoic Acid

Chemical Property:

• PSA: 37.30000
• LogP: 1.50720
• XLogP3: 1.8
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3
• Exact Mass: 116.083729621
• Heavy Atom Count: 8
• Complexity: 78.6

Purity/Quality:

98%,99%, ^*data from raw suppliers

(S)-2-MethylvalericAcid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCC(C)C(=O)O
• Isomeric SMILES: CCC[C@H](C)C(=O)O

Technology Process of (S)-2-Methylpentanoic Acid

There total 27 articles about (S)-2-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: 94.0%

2-methylpent-2-enoic acid (16957-70-3) → (S)-2-methylpentanoic acid (1187-82-2)

Guidance literature:

With hydrogen; (R)-spirofluorene-bis-[(3,5-Me₂-C₆H₃)2P]-[Ru(OAc)2]; In methanol; at 25 - 28 ℃; for 24h; under 4560 Torr;

DOI:10.1002/adsc.200606065

Reference yield: 87.0%

(E)-2-methylpent-2-enal (623-36-9) → 2-methylpent-2-enoic acid (16957-70-3) + (S)-2-methylpentanoic acid (1187-82-2)

Guidance literature:

With aldehyde dehydrogenase from E_.coli; ene-reductase from Saccharomyces cerevisiae; NADH; In aq. phosphate buffer; at 30 ℃; for 1h; pH=7; stereoselective reaction; Enzymatic reaction;

DOI:10.1039/c4ob02282c

Reference yield: 85.0%

2-methyl-2-pentenoic acid (3142-72-1) → (S)-2-methylpentanoic acid (1187-82-2)

Guidance literature:

With C₄₂H₄₈CoP₂; hydrogen; triethylamine; zinc; In methanol; at 50 ℃; for 16h; under 25858.1 Torr; enantioselective reaction;

DOI:10.1021/jacs.9b13876

upstream raw materials:

2-Methylpentanoic acid

(S)-2-methyl-4-pentenoic acid

trimethylaluminum

(4R,5R)-((E)-2-Pent-1-enyl)-[1,3]dioxolane-4,5-dicarboxylic acid bis-dimethylamide

Downstream raw materials:

(S)-2-methyl-1-pentanol

C₁₄H₁₇BrO₃

(S)-2-methyl-pentanoyl chloride

2-methyl-N-phenyl-pentanamide

Refernces

• 1、 Sengupta, Aakash,Hosokawa, Seijiro. "2-Isopropylbenzimidazole and 2-methylbenzimidazole as bulky proton sources: Stereoselective protonation and application to the synthesis of γ- and δ-lactones". . p. 411 - 414. Retrieved 2019/01/05.
• 2、 Knaus, Tanja,Mutti, Francesco G.,Humphreys, Luke D.,Turner, Nicholas J.,Scrutton, Nigel S.. "Systematic methodology for the development of biocatalytic hydrogen-borrowing cascades: Application to the synthesis of chiral α-substituted carboxylic acids from α-substituted α,β-unsaturated aldehydes". supporting information. p. 223 - 233. Retrieved 2015/02/19.