Olean-12-ene-3β,16β,21β,23,28-pentol

Base Information

• Chemical Name: Olean-12-ene-3β,16β,21β,23,28-pentol
• CAS No.: 19942-02-0
• Molecular Formula: C30H50O5
• Molecular Weight: 490.724
• Mol file: 19942-02-0.mol

Synonyms:(3β,16β,21β)-olean-12-ene-3,16,21,23,28-pentol;3β,16β,21β,23,28-pentahydroxyolean-12-ene;(3beta,16beta,21beta)-olean-12-ene-3,16,21,23,28-pentol;(3S,4aS,5S,6aS,6bR,8aR,9R,10S,12aR,12bR,14bS)-4a,9-Bis-hydroxymethyl-2,2,6a,6b,9,12a-hexamethyl-1,2,3,4,4a,5,6,6a,6b,7,8,8a,9,10,11,12,12a,12b,13,14b-icosahydro-picene-3,5,10-triol;Gymnestrogenin;

Chemical Property of Olean-12-ene-3β,16β,21β,23,28-pentol

Chemical Property:

• Melting Point: 288-289℃
• PSA: 101.15000
• LogP: 4.05530

Purity/Quality:

≥98% ^*data from raw suppliers

Gymnestrogenin ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of Olean-12-ene-3β,16β,21β,23,28-pentol

There total 8 articles about Olean-12-ene-3β,16β,21β,23,28-pentol 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-glucuronopyranosyl gymnemagenin (121686-42-8) → (3β,16β,21β,22α)-olean-12-ene-3,16,21,22,23,28-hexol (22467-07-8) + 3β,16β,21β,23,28-pentahydroxyolean-12-ene (19942-02-0)

Guidance literature:

With sulfuric acid; In methanol; at 100 ℃; for 2h;

DOI:10.1016/j.steroids.2015.01.024

Reference yield:

3-O-(β-D-glucopyranosyl-(1->2)-[β-D-glucopyranosyl(1->3)]-β-D-fucopyranosyl)-21-O-β-D-glucopyranosyl-3β,16β,21β,23,28-pentahydroxyolean-12-en → D-Fucose (3615-37-0,478518-52-4) + D-glucose (50-99-7) + 3β,16β,21β,23,28-pentahydroxyolean-12-ene (19942-02-0)

Guidance literature:

With hydrogenchloride; water; at 90 ℃; for 1h;

DOI:10.1248/cpb.c12-00274

Reference yield:

glochidioside → 3β,16β,21β,23,28-pentahydroxyolean-12-ene (19942-02-0)

Guidance literature:

Multi-step reaction with 2 steps

1: 2M HCl / ethanol / 3 h / Heating

2: 5percent NaOMe / 3 h / Heating

With hydrogenchloride; sodium methylate; In ethanol;

DOI:10.1016/S0031-9422(00)84539-2

upstream raw materials:

Benzoic acid (3S,4aS,5S,6aS,6bR,8aR,9R,10S,12aR,12bR,14bS)-3,10-dihydroxy-4a,9-bis-hydroxymethyl-2,2,6a,6b,9,12a-hexamethyl-1,2,3,4,4a,5,6,6a,6b,7,8,8a,9,10,11,12,12a,12b,13,14b-icosahydro-picen-5-yl ester

3-O-β-D-glucuronopyranosyl gymnemagenin

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