Benzyl maslinate

Base Information

• Chemical Name: Benzyl maslinate
• CAS No.: 464876-77-5
• Molecular Formula: C37H54 O4
• Molecular Weight: 562.833
• Mol file: 464876-77-5.mol

Synonyms:(2alpha,3beta)-2,3-Dihydroxy-olean-12-en-28-oic acid phenylmethyl ester

Chemical Property of Benzyl maslinate

Chemical Property:

• PSA: 66.76000
• LogP: 7.86320

Purity/Quality:

98%min ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of Benzyl maslinate

There total 11 articles about Benzyl 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: 81.0%

maslinic acid (4373-41-5,5957-40-4,26563-68-8,26707-60-8,120707-84-8,125137-38-4) + benzyl chloride (100-44-7) → benzyl (2α,3β)-2,3-dihydroxy-olean-12-en-28-oate (464876-77-5)

Guidance literature:

With potassium carbonate; In N,N-dimethyl-formamide; at 55 ℃; for 4h;

DOI:10.1016/j.ejmech.2011.10.011

Reference yield: 77.0%

2α-hydroxy-3-oxoolean-12-en-28-oic acid benzyl ester (876723-81-8) → benzyl-2α,3α-dihydroxyolean-12-en-28-oic acid (876723-86-3) + benzyl (2α,3β)-2,3-dihydroxy-olean-12-en-28-oate (464876-77-5)

Guidance literature:

With sodium tetrahydroborate; In tetrahydrofuran; at 0 ℃;

DOI:10.1016/j.bmcl.2005.10.014

Reference yield: 76.0%

maslinic acid (4373-41-5,5957-40-4,26563-68-8,26707-60-8,120707-84-8,125137-38-4) + benzyl bromide (100-39-0) → benzyl (2α,3β)-2,3-dihydroxy-olean-12-en-28-oate (464876-77-5)

Guidance literature:

maslinic acid; With potassium carbonate; In N,N-dimethyl-formamide; at 24 ℃; for 1h;

benzyl bromide; In N,N-dimethyl-formamide; for 18h;

DOI:10.1016/j.bmc.2013.10.047

upstream raw materials:

phenyldiazomethane

maslinic acid

(4aS,6aS,6bR,8aR,12aR,12bR,14bS)-10-Acetoxy-2,2,6a,6b,9,9,12a-heptamethyl-1,3,4,5,6,6a,6b,7,8,8a,9,12,12a,12b,13,14b-hexadecahydro-2H-picene-4a-carboxylic acid benzyl ester

2α-hydroxy-3-oxoolean-12-en-28-oic acid benzyl ester

Downstream raw materials:

2-hydroxyethyl (2α,3β)-2,3-dihydroxy-olean-12-en-28-oate

benzyl-2-hydroxy-3-oxoolean-1,12-dien-28-oic acid

benzyl-3β-hydroxy-2-oxoolean-12-en-28-oic acid

2β,3β-dihydroxyolean-12-en-28-oic acid benzyl ester

Refernces

• 1、 Medina-O'Donnell, Marta,Rivas, Francisco,Reyes-Zurita, Fernando J.,Martinez, Antonio,Martin-Fonseca, Samuel,Garcia-Granados, Andres,Ferrer-Martín, Rosa M.,Lupia?ez, Jose A.,Parra, Andres. "Semi-synthesis and antiproliferative evaluation of PEGylated pentacyclic triterpenes". . p. 64 - 78. Retrieved 2016/05/09.
• 2、 Schwarz, Stefan,Loesche, Anne,Lucas, Susana Dias,Sommerwerk, Sven,Serbian, Immo,Siewert, Bianka,Pianowski, Elke,Csuk, René. "Converting maslinic acid into an effective inhibitor of acylcholinesterases". . p. 438 - 445. Retrieved 2015/09/28.