(S)-Mevalonic acid

Base Information

• Chemical Name: (S)-Mevalonic acid
• CAS No.: 32451-23-3
• Molecular Formula: C₆H₁₂O₄
• Molecular Weight: 148.159
• Hs Code.: 2918290000
• DSSTox Substance ID: DTXSID10186187
• Nikkaji Number: J882.195J
• Wikidata: Q27103939
• Metabolomics Workbench ID: 51874
• Mol file: 32451-23-3.mol

Synonyms:l-mevalonic acid;(S)-Mevalonic acid;32451-23-3;(3S)-3,5-dihydroxy-3-methylpentanoic acid;Mevalonic acid, L-;(3S)-3,5-DIHYDROXY-3-METHYL-PENTANOIC ACID;(S)-3,5-Dihydroxy-3-methylpentanoic acid;Pentanoic acid, 3,5-dihydroxy-3-methyl-, (S)-;(S)-3,5-Dihydroxy-3-methylvaleric acid;(s)-(-)-mevalonic acid;SCHEMBL18376074;CHEBI:28880;DTXSID10186187;AKOS040752634;C02104;Q27103939

Chemical Property of (S)-Mevalonic acid

Chemical Property:

• Boiling Point: 364.1°Cat760mmHg
• PKA: 4.33±0.10(Predicted)
• Flash Point: 188.2°C
• PSA: 77.76000
• Density: 1.263g/cm³
• LogP: -0.40550
• Storage Temp.: 2-8°C
• XLogP3: -1
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 4
• Exact Mass: 148.07355886
• Heavy Atom Count: 10
• Complexity: 123

Purity/Quality:

99%min ^*data from raw suppliers

(S)-Mevalonic acid lithium salt ≥96.0% (GC) ^*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: CC(CCO)(CC(=O)O)O
• Isomeric SMILES: C[C@](CCO)(CC(=O)O)O

Technology Process of (S)-Mevalonic acid

There total 10 articles about (S)-Mevalonic 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:

mevalonolactone (674-26-0,503-48-0) → D,L-mevalonic acid (150-97-0,690-72-2,17817-88-8,32451-23-3)

Guidance literature:

With water; potassium hydroxide; at 40 ℃; for 1h; Inert atmosphere;

DOI:10.1016/j.ejmech.2014.11.040 DOI:10.1016/j.ejmech.2014.11.040

Reference yield:

→ D,L-mevalonic acid (150-97-0,690-72-2,17817-88-8,32451-23-3)

Guidance literature:

With sodium hydroxide;

DOI:10.1021/ja01566a080

Reference yield:

3-Hydroxy-3-methyl-6,6-diphenyl-hex-5-enoic acid ethyl ester → D,L-mevalonic acid (150-97-0,690-72-2,17817-88-8,32451-23-3)

Guidance literature:

Multi-step reaction with 2 steps

1: aq. NaOH / methanol / Ambient temperature

2: (i) O₃, CH₂Cl₂, MeOH, (ii) NaBH₄, H₂O

With sodium hydroxide; In methanol;

upstream raw materials:

D,L-mevalonic acid

meglutol

3-Hydroxy-3-methyl-5-hexenoic acid

3-Hydroxy-3-methyl-6.6-diphenyl-hexen-⁽⁵⁾-saeure

Downstream raw materials:

mevalonic acid

phenyl 2-(4-methyl-2-oxo-1,3-dioxan-4-yl)acetate

2-(4-methyl-2-oxo-1,3-dioxan-4-yl)-N-phenylacetamide

4-fluorophenyl 2-(4-methyl-2-oxo-1,3-dioxan-4-yl)acetate

Refernces

• 1、 -. "Process For The Production Of Isoprenol From Mevalonate Employing a Diphosphomevalonate Decarboxylae". Paragraph 0103. . Retrieved 2016/03/04.