2β,3β,16α,23,24-Pentahydroxyolean-12-en-28-oic acid

Base Information

• Chemical Name: 2β,3β,16α,23,24-Pentahydroxyolean-12-en-28-oic acid
• CAS No.: 22327-82-8
• Molecular Formula: C30H48 O7
• Molecular Weight: 520.707
• Hs Code.: 2934999090
• Mol file: 22327-82-8.mol

Synonyms:Olean-12-en-28-oicacid, 2b,3b,16a,23,24-pentahydroxy- (8CI); Platycodigenin (6CI); NSC 258313; Platicodigenin

Chemical Property of 2β,3β,16α,23,24-Pentahydroxyolean-12-en-28-oic acid

Chemical Property:

• Vapor Pressure: 3.82E-21mmHg at 25°C
• Melting Point: 242-243℃
• Boiling Point: 675.5oC at 760 mmHg
• Flash Point: 376.3oC
• PSA: 138.45000
• Density: 1.28g/cm3
• LogP: 3.12000

Purity/Quality:

98% ^*data from raw suppliers

Platicodigenin 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 2β,3β,16α,23,24-Pentahydroxyolean-12-en-28-oic acid

There total 5 articles about 2β,3β,16α,23,24-Pentahydroxyolean-12-en-28-oic 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:

3-O-β-D-glucopyranosyl-(1->6)-β-D-glucopyranosyl-(1->6)-β-D-glucopyranosyl-2β,3β,16α,23,24-pentahydroxyolean-12-ene-28-oic acid 28-O-β-D-xylopyranosyl-(1->4)-α-L-rhamnopyranosyl-(1->2)-α-L-arabinopyranoside (849758-42-5) → β-D-glucose (492-61-5) + L-rhamnose (6014-42-2) + L-arabinose (7296-55-1) + 2β,3β,16α,23,24-pentahydroxyolean-12-en-28-oic acid (22327-82-8)

Guidance literature:

With hydrogenchloride; In 1,4-dioxane; water; at 96 ℃; for 3h; Further byproducts given;

DOI:10.1016/j.tet.2004.12.032

Reference yield:

3-O-β-D-glucopyranosyl-(1→3)-β-D-glucopyranosylplatycodigenin 28 O-α-L-rhamnopyranosyl-(1→2)-α-L-arabinopyranosyl ester → L-arabinose (5328-37-0) + L-Rhamnose (3615-41-6,478518-52-4) + D-glucose (50-99-7) + 2β,3β,16α,23,24-pentahydroxyolean-12-en-28-oic acid (22327-82-8)

Guidance literature:

With trifluoroacetic acid; at 110 ℃; for 2h;

DOI:10.1080/10286020.2018.1488835

Reference yield:

platycodigenin 3-O-β-D-glucuronopyranosido-28-O-β-D-apiofuranosyl(1->3)-β-D-xylopyranosyl(1->4)-α-L-rhamnopyranosyl(1->2)-α-L-arabinopyranoside → D-Xylose (87-72-9,608-45-7,608-46-8,608-47-9,2460-44-8,6748-95-4,6763-34-4,7261-26-9,7283-06-9,7283-07-0,7296-55-1,7296-56-2,7296-58-4,7296-59-5,7296-60-8,7296-61-9,7296-62-0,7322-30-7,10257-31-5,10257-32-6,10257-33-7,10257-34-8,10257-35-9,19982-83-3,20242-88-0,28697-53-2,36562-42-2,41546-41-2,89299-64-9,107655-34-5,115794-06-4,115794-07-5,130550-15-1,130606-21-2) + D-glucuronic acid (6556-12-3,489-91-8,528-16-5,552-12-5,577-46-8,643-33-4,2240-07-5,6294-16-2,10133-02-5,18402-78-3,18968-14-4,21179-08-8,23018-83-9,33599-45-0,33599-46-1,46171-67-9,46171-69-1,46172-26-3,70021-34-0,71031-08-8,104195-06-4,106499-29-0,124817-72-7) + L-rhamnose (73-34-7) + L-(+)-arabinose (87-72-9,608-45-7,608-46-8,608-47-9,2460-44-8,6748-95-4,6763-34-4,7261-26-9,7283-06-9,7283-07-0,7296-55-1,7296-56-2,7296-58-4,7296-59-5,7296-60-8,7296-61-9,7296-62-0,7322-30-7,10257-31-5,10257-32-6,10257-33-7,10257-34-8,10257-35-9,19982-83-3,20242-88-0,28697-53-2,36562-42-2,41546-41-2,89299-64-9,107655-34-5,115794-06-4,115794-07-5,130550-15-1,130606-21-2) + D-apiose (30738-01-3,30912-14-2,36465-64-2,41546-43-4,41546-44-5,41546-45-6,41546-46-7,41546-47-8,41546-48-9,41546-49-0,41546-50-3,63865-04-3,639-97-4,20230-73-3) + 2β,3β,16α,23,24-pentahydroxyolean-12-en-28-oic acid (22327-82-8)

Guidance literature:

With hydrogenchloride; water; In 1,4-dioxane; at 100 ℃; for 2h;

DOI:10.3987/COM-10-12058

upstream raw materials:

3-O-β-D-glucopyranosyl-(1->6)-β-D-glucopyranosyl-(1->6)-β-D-glucopyranosyl-2β,3β,16α,23,24-pentahydroxyolean-12-ene-28-oic acid 28-O-β-D-xylopyranosyl-(1->4)-α-L-rhamnopyranosyl-(1->2)-α-L-arabinopyranoside