(S)-(+)-2-Methylglutaric Acid

Base Information

• Chemical Name: (S)-(+)-2-Methylglutaric Acid
• CAS No.: 1115-82-8
• Molecular Formula: C6H10O4
• Molecular Weight: 146.143
• Hs Code.: 2917190090
• European Community (EC) Number: 672-699-6
• UNII: E7C0759K35
• DSSTox Substance ID: DTXSID701306810
• Nikkaji Number: J72.005D
• Wikidata: Q27276967
• ChEMBL ID: CHEMBL1741771
• Mol file: 1115-82-8.mol

Synonyms:(S)-(+)-2-Methylglutaric Acid;1115-82-8;(2S)-2-methylpentanedioic acid;(S)-2-Methylpentanedioic acid;Pentanedioic acid, 2-methyl-, (2S)-;2-Methylglutaric acid, (+)-;(2S)-2-Methylglutaric acid;2-Methylglutaric acid, (2S)-;2-Methylpentanedioic acid, (2S)-;(2~{s})-2-Methylpentanedioic Acid;E7C0759K35;a-Methylglutaric acid;9ON;(S)-(+)-2-Methylpentanedioic Acid;(s)-2-methylglutaric acid;(+)-2-methylglutaric acid;NCIStruc1_001676;NCIStruc2_000151;(RS)-2-Methylglutaric acid;(S)-2-Methylpentanedioicacid;SCHEMBL791764;(+)-alpha-Methylglutaric acid;CHEMBL1741771;UNII-E7C0759K35;[S,(+)]-2-Methylglutaric acid;DTXSID701306810;d-I+/--MethylglutarsA currencyure;CCG-36638;MFCD00671563;NCGC00014904;NCI408456;Pentanedioic acid,2-methyl-,(2S)-;AKOS015840168;(+)-.ALPHA.-METHYLGLUTARIC ACID;NCGC00014904-02;NCGC00098005-01;CS-0335369;M1229;J-002602;Q27276967

Chemical Property of (S)-(+)-2-Methylglutaric Acid

Chemical Property:

• Vapor Pressure: 2.76E-05mmHg at 25°C
• Melting Point: 82 °C
• Refractive Index: 21 ° (C=5, H2O)
• Boiling Point: 332.7 °C at 760 mmHg
• PKA: 4.57±0.10(Predicted)
• Flash Point: 148.8 °C
• PSA: 74.60000
• Density: 1.246 g/cm³
• LogP: 0.57190
• XLogP3: 0.1
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 4
• Exact Mass: 146.05790880
• Heavy Atom Count: 10
• Complexity: 141

Purity/Quality:

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

(S)-(+)-2-MethylglutaricAcid ^*data from reagent suppliers

Safty Information:

• Statements: 36/37/38
• Safety Statements: 26-36/37/39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(CCC(=O)O)C(=O)O
• Isomeric SMILES: C[C@@H](CCC(=O)O)C(=O)O
• Uses: (S)-(+)-2-Methylglutaric Acid is a useful intermediate for organic synthesis. It is used in the preparation of optically active 3-methylcyclopentene.

Technology Process of (S)-(+)-2-Methylglutaric Acid

There total 24 articles about (S)-(+)-2-Methylglutaric 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: 92.0%

(2S)-2-methyl-5-oxo-5-(2-oxo(1,3-oxazolidin-3-yl))pentanoic acid (346000-86-0) → (S)-2-methylglutaric acid (1115-82-8)

Guidance literature:

With lithium hydroxide; dihydrogen peroxide; In tetrahydrofuran; water; for 1h;

DOI:10.1021/ja010302g

Reference yield:

(-)-2-Methyl-glutarsaeure-1-methylester-5-<4-methoxycarbonyl-1,5-dimethylhexylester> (109943-05-7) → (+)-2-Methyl-glutarsaeure (617-62-9,1115-81-7,1115-82-8,18069-17-5)

Guidance literature:

Multistep reaction; (i) aq. K₂CO₃, (ii) MeI, (iii) K₂CO₃;

DOI:10.1016/S0040-4020(01)93252-1

Reference yield:

(S)-1,3-diphenylbutane (17293-53-7,17293-55-9) → (S)-2-methylglutaric acid (1115-82-8) + (R)-2-methylglutaric acid (1115-81-7)

Guidance literature:

With ruthenium trichloride; sodium periodate; ethyl acetate; In water; acetonitrile; at 20 ℃; for 17h; enantioselective reaction;

DOI:10.1016/j.catcom.2011.03.037

upstream raw materials:

2-methylglutaric acid

strychnidin-10-one

2-methylglutaric anhydride

diazomethane

Downstream raw materials:

(S)-(+)-dimethyl-2-methylglutarate

Refernces

• 1、 Lee, Hyi-Seung,Park, Su Young,Sim, Chung Ja,Rho, Jung-Rae. "Phorbasins G-I: Three new diterpenoids from the sponge Phorbas gukulensis". . p. 1198 - 1200. Retrieved 2008.
• 2、 Liu, Yonghong,Hong, Jongki,Lee, Chong-O.,Im, Kwang Sik,Kim, Nam Deuk,Choi, Jae Sue,Jung, Jee H.. "Cytotoxic pyrrolo- and furanoterpenoids from the sponge Sarcotragus species". . p. 1307 - 1314. Retrieved 2002.
• 3、 Joshi,R.S. et al.. "-". . p. 2331 - 2343. Retrieved 1966.
• 4、 Sakai,T. et al.. "-". . p. 381 - 387. Retrieved 1965.