(S)-3-Methyl-pentanoic acid

Base Information

• Chemical Name: (S)-3-Methyl-pentanoic acid
• CAS No.: 1730-92-3
• Molecular Formula: C6H12O2
• Molecular Weight: 116.16
• Hs Code.: 2915900090
• European Community (EC) Number: 805-009-0
• DSSTox Substance ID: DTXSID20348996
• Nikkaji Number: J84.254K
• Wikidata: Q72494419
• Mol file: 1730-92-3.mol

Synonyms:1730-92-3;(S)-3-Methyl-pentanoic acid;(S)-3-Methylpentanoic acid;(3S)-3-methylpentanoic acid;(S)-(+)-3-Methylpentanoic acid;(S)-3-Methylvaleric Acid;MFCD02262177;(S)-(+)-3-Methylpentanoicacid;3methyl_pentanoic_acid;(S)-3-MethylvalericAcid;SCHEMBL3649498;(S)-2-methylbutylcarboxylic acid;DTXSID20348996;AKOS006280260;AKOS015994988;CS-W002937;(S)-3-methyl-pentanoic acid, AldrichCPR;AS-38067;A21958;J-502320;(S)-3-methylpentanoic acid;(S)-3-METHYL-PENTANOIC ACID

Chemical Property of (S)-3-Methyl-pentanoic acid

Chemical Property:

• Appearance/Colour: Clear, colorless liquid.
• Melting Point: -66.5oC
• Boiling Point: 198.999 °C at 760 mmHg
• PKA: 4.80±0.10(Predicted)
• Flash Point: 88.369 °C
• PSA: 37.30000
• Density: 0.948 g/cm³
• LogP: 1.50720
• Storage Temp.: 2-8°C
• XLogP3: 1.6
• 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:

99% ^*data from raw suppliers

(S)-3-Methyl-pentanoicAcid ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 41
• Safety Statements: 26-39

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of (S)-3-Methyl-pentanoic acid

There total 63 articles about (S)-3-Methyl-pentanoic 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: 99.0%

3-methylenepentanoic acid (21962-25-4) → (R)-3-methylpentanoic acid (16958-25-1) + (3S)-methylvaleric acid (1730-92-3)

Guidance literature:

With C₃₈H₃₆IrO₂P; hydrogen; caesium carbonate; In butan-1-ol; at 65 ℃; for 0.5h; under 2250.23 Torr; enantioselective reaction; Glovebox; Sealed tube;

Reference yield: 84.0%

L-isoleucine (73-32-5,959215-79-3,18875-42-8) → (3S)-methylvaleric acid (1730-92-3)

Guidance literature:

With sodium hydroxide; hydroxylamine-O-sulfonic acid; at 20 - 100 ℃; for 27h;

DOI:10.1021/ol049409+

Reference yield: 83.0%

(S)-2-bromo-(S)-3-methylpentanoic acid (32644-17-0) → (3S)-methylvaleric acid (1730-92-3)

Guidance literature:

With sulfuric acid; zinc; for 0.333333h;

upstream raw materials:

diazomethane

(S)-2-methylbutanoyl chloride

(S)-2-methylbutyl chloride

methylammonium carbonate

Downstream raw materials:

(S)-3-methyl-pentanoic acid ethyl ester

(+)-(S)-3-methyl-1-pentene

(S)-N,N-dimethyl-3-methylpentylamine

(S)-3-Methyl-pentanoic acid (S)-3-methyl-2-(toluene-4-sulfonyloxymethyl)-pentyl ester

Refernces

• 1、 Kumaraswamy,Markondaiah. "Stereoselective synthesis of belactosin C and its derivatives using a catalytic proline catalyzed crossed-aldol reaction". . p. 1707 - 1709. Retrieved 2007.
• 2、 Eddinger, Geoffrey A.,Gellman, Samuel H.. "Differential Effects of β3- versus β2-Amino Acid Residues on the Helicity and Recognition Properties of Bim BH3-Derived α/β-Peptides". supporting information. p. 13829 - 13832. Retrieved 2018/09/25.
• 3、 Yang, Shuang,Che, Wen,Wu, Hui-Ling,Zhu, Shou-Fei,Zhou, Qi-Lin. "Neutral iridium catalysts with chiral phosphine-carboxy ligands for asymmetric hydrogenation of unsaturated carboxylic acids". . p. 1977 - 1980. Retrieved 2017/03/09.