18beta-Olean-12-ene-3beta-23,28-triol

Base Information

• Chemical Name: 18beta-Olean-12-ene-3beta-23,28-triol
• CAS No.: 35043-82-4
• Molecular Formula: C₃₀H₅₀O₃
• Molecular Weight: 458.725
• DSSTox Substance ID: DTXSID40188553
• Nikkaji Number: J821.147G
• Wikidata: Q83060355
• Mol file: 35043-82-4.mol

Synonyms:18beta-Olean-12-ene-3beta-23,28-triol;CCRIS 3249;35043-82-4;DTXSID40188553

Chemical Property of 18beta-Olean-12-ene-3beta-23,28-triol

Chemical Property:

• XLogP3: 6.9
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 458.37599545
• Heavy Atom Count: 33
• Complexity: 832

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of 18beta-Olean-12-ene-3beta-23,28-triol

There total 5 articles about 18beta-Olean-12-ene-3beta-23,28-triol 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:

(3S,4S,4aR,6aR,6bS,8aS,12aS,14aR,14bR)-3-Hydroxy-4,6a,6b,11,11,14b-hexamethyl-2,3,4,4a,5,6,6a,6b,7,8,9,10,11,12,12a,14,14a,14b-octadecahydro-1H-picene-4,8a-dicarboxylic acid 4-((S)-2-hydroxy-propyl) ester (160425-84-3) → (S)-1,2-Propanediol (4254-15-3,63625-56-9) + 3β,23,28-trihydroxy-olean-12-ene (35043-82-4)

Guidance literature:

With lithium aluminium tetrahydride; In tetrahydrofuran; for 3h; Heating;

DOI:10.1016/S0040-4020(01)81202-3

Reference yield:

→ 3β,23,28-Trihydroxyolean-12-ene (35043-82-4,117773-94-1,119786-33-3)

Guidance literature:

Hederagenin-methylester (VIII), THF, LiAlH4;

Reference yield:

→ 3β,23,28-Trihydroxyolean-12-ene (35043-82-4,117773-94-1,119786-33-3)

Guidance literature:

from Hederagenin Methylester (VIII) and LiAlH4 in THF;

upstream raw materials:

(3S,4S,4aR,6aR,6bS,8aS,12aS,14aR,14bR)-3-Hydroxy-4,6a,6b,11,11,14b-hexamethyl-2,3,4,4a,5,6,6a,6b,7,8,9,10,11,12,12a,14,14a,14b-octadecahydro-1H-picene-4,8a-dicarboxylic acid 4-((S)-2-hydroxy-propyl) ester

(3S,4S,4aR,6aR,6bS,8aS,12aS,14aR,14bR)-3-Hydroxy-4,6a,6b,11,11,14b-hexamethyl-2,3,4,4a,5,6,6a,6b,7,8,9,10,11,12,12a,14,14a,14b-octadecahydro-1H-picene-4,8a-dicarboxylic acid 4-((R)-2-hydroxy-propyl) ester

Downstream raw materials:

3β,23-dihydroxy-13β,28-epoxy-olean-11-ene

3β,23,28-trihydroxy-11α-methoxy-12-oleanene

3β,23,28-trihydroxyolean-11,13(18)-diene