Mevalonolactone

Base Information

• Chemical Name: Mevalonolactone
• CAS No.: 19115-49-2
• Molecular Formula: C6H10 O3
• Molecular Weight: 130.144
• Hs Code.: 29329990
• European Community (EC) Number: 433-160-9
• UNII: 661X270Z3L
• Nikkaji Number: J37.661B
• Wikidata: Q27136326
• Metabolomics Workbench ID: 123441
• ChEMBL ID: CHEMBL1401520
• Mol file: 19115-49-2.mol

Synonyms:mevalonic acid lactone;mevalonolactone;mevalonolactone, (+-)-isomer;mevalonolactone, (R)-isomer;mevalonolactone, (S)-isomer;mevalonolactone, 3-(14)C-labeled

Chemical Property of Mevalonolactone

Chemical Property:

• Vapor Pressure: 0.000662mmHg at 25°C
• Refractive Index: -21.5 ° (C=3, EtOH)
• Boiling Point: 274.9°C at 760 mmHg
• PKA: 13.57±0.20(Predicted)
• Flash Point: 110℃
• PSA: 46.53000
• Density: 1.189g/cm³
• LogP: 0.07440
• Storage Temp.: 2-8°C
• XLogP3: -0.3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 0
• Exact Mass: 130.062994177
• Heavy Atom Count: 9
• Complexity: 132

Purity/Quality:

98% ^*data from raw suppliers

(R)-Mevalonolactone ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1(CCOC(=O)C1)O
• Isomeric SMILES: C[C@]1(CCOC(=O)C1)O
• Uses: (R)-Mevalonolactone, can be used in the preparation of a vitamin E key intermediate. It can also be used in the synthesis of R-Mevalonic Acid (M339015).

Technology Process of Mevalonolactone

There total 2 articles about Mevalonolactone 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:

macrophorin D → macrophorin A + (R)-mevalonolactone (19115-49-2,503-48-0)

Guidance literature:

With borane; In tetrahydrofuran;

Reference yield:

→ gymnoprenol A (m=5, n=2) (86989-11-9) + gymnoprenol A (m=6, n=2) (86989-10-8) + C55H106O10 + (R)-mevalonolactone (19115-49-2,503-48-0)

Guidance literature:

With lithium borohydride; In tetrahydrofuran; at 0 ℃; for 24h;

DOI:10.1016/0031-9422(92)80475-T

Reference yield: 57.0%

4-(Hydroxyethyl)-4-methyl-1,3-dioxane + (R)-mevalonolactone (19115-49-2,503-48-0) → meglutol (503-49-1)

Guidance literature:

With nitric acid;

Downstream raw materials:

(3R)-1-[(S)-1-phenylethyl]mevalonamide

(3R)-5-O-acetyl-1-<(S)-phenylethyl>-mevalonamide

(2S,4S,8S)-10-Benzyloxymethoxy-8-methoxymethoxy-8-methyl-dec-5-yne-2,4-diol

(2R,4S,8S)-10-Benzyloxymethoxy-8-methoxymethoxy-8-methyl-dec-5-yne-2,4-diol

Refernces

• 1、 Sassa, Takeshi,Nukina, Manabu. "Macrophorin D, a New Self-growth Inhibitor of the Causal Fungus of Macrophoma Fruit Rot of Apple". . p. 1923 - 1926. Retrieved 2007/10/02.