Methyl maslinate

Base Information

• Chemical Name: Methyl maslinate
• CAS No.: 22425-82-7
• Molecular Formula: C31H50 O4
• Molecular Weight: 486.736
• ChEMBL ID: CHEMBL202346
• Metabolomics Workbench ID: 126253
• Nikkaji Number: J445.699H
• Wikidata: Q104397425
• Mol file: 22425-82-7.mol

Synonyms:2alpha,3beta-dihydroxyolean-12-en-28-oic acid methyl ester;crategolic acid methyl ester;maslinic acid methyl ester;methyl maslinate

Chemical Property of Methyl maslinate

Chemical Property:

• Vapor Pressure: 5.29E-14mmHg at 25°C
• Refractive Index: 1.552
• Boiling Point: 541.9 °C at 760 mmHg
• Flash Point: 163.1 °C
• PSA: 66.76000
• Density: 1.11g/cm³
• LogP: 6.29280
• XLogP3: 6.8
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 2
• Exact Mass: 486.37091007
• Heavy Atom Count: 35
• Complexity: 934

Purity/Quality:

98%Min ^*data from raw suppliers

METHYL-MASLINATE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1(CCC2(CCC3(C(=CCC4C3(CCC5C4(CC(C(C5(C)C)O)O)C)C)C2C1)C)C(=O)OC)C
• Isomeric SMILES: C[C@@]12CC[C@@H]3[C@@]([C@H]1CC=C4[C@]2(CC[C@@]5([C@H]4CC(CC5)(C)C)C(=O)OC)C)(C[C@H]([C@@H](C3(C)C)O)O)C

Technology Process of Methyl maslinate

There total 14 articles about Methyl maslinate 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: 64.0%

methyl 2β,3β-epoxy-12-oleanen-28-oate (292859-65-5) → erythrodiol (545-48-2,55869-95-9,118204-21-0) + oleanolic acid methyl ester (1724-17-0,73584-64-2) + methyl maslinate (22425-82-7) + C30H48O2

Guidance literature:

With lithium aluminium tetrahydride; In tetrahydrofuran; for 1h; Heating;

DOI:10.1021/jo026832s

Reference yield: 57.0%

methyl 2β,3β-epoxy-12-oleanen-28-oate (292859-65-5) → oleanolic acid methyl ester (1724-17-0,73584-64-2) + methyl maslinate (22425-82-7)

Guidance literature:

With sodium cyanoborohydride; trifluoroacetic acid; In tetrahydrofuran; for 2.5h; Heating;

DOI:10.1021/jo026832s

Reference yield: 38.0%

methyl 2β,3β-epoxy-12-oleanen-28-oate (292859-65-5) → erythrodiol (545-48-2,55869-95-9,118204-21-0) + methyl maslinate (22425-82-7) + C30H48O2

Guidance literature:

With lithium aluminium tetrahydride; In tetrahydrofuran; at 20 ℃; for 1.5h;

DOI:10.1021/jo026832s

upstream raw materials:

methyl 3-oxooleanolate

methyl 2β,3β-epoxy-12-oleanen-28-oate

Downstream raw materials:

maslinic acid

olean-12-en-2α,3β,28-triol

crategolic acid diacetate

(3aR,5aR,5bS,7aS,11aS,13aR,13bR)-5a,5b,10,10,13b-Pentamethyl-3-oxo-1,2,3,3a,4,5,5a,5b,6,7,8,9,10,11,11a,13,13a,13b-octadecahydro-cyclopenta[a]chrysene-7a-carboxylic acid methyl ester

Refernces

• 1、 Garcia-Granados, Andres,Lopez, Pilar E.,Melguizo, Enrique,Moliz, Juan N.,Parra, Andres,Simeo, Yolanda,Dobado, Jose A.. "Epoxides, cyclic sulfites, and sulfate from natural pentacyclic triterpenoids: Theoretical calculations and chemical transformations". . p. 4833 - 4844. Retrieved 2007/10/03.