Ganodermanontriol

Base Information

• Chemical Name: Ganodermanontriol
• CAS No.: 106518-63-2
• Molecular Formula: C₃₀H₄₈O₄
• Molecular Weight: 472.709
• UNII: 6NB33MKR8F
• DSSTox Substance ID: DTXSID10910025
• Wikipedia: Ganodermanontriol
• Wikidata: Q27137215
• Metabolomics Workbench ID: 156591
• ChEMBL ID: CHEMBL1915763
• Mol file: 106518-63-2.mol

Synonyms:ganodermanontriol;GNDT triterpene

Chemical Property of Ganodermanontriol

Chemical Property:

• Vapor Pressure: 3.86E-18mmHg at 25°C
• Boiling Point: 623.2oC at 760 mmHg
• Flash Point: 344.7oC
• PSA: 77.76000
• Density: 1.11g/cm3
• LogP: 5.60130
• XLogP3: 4.8
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 6
• Exact Mass: 472.35526001
• Heavy Atom Count: 34
• Complexity: 902

Purity/Quality:

≥98% ^*data from raw suppliers

Ganodermanontriol 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(CCC(C(C)(CO)O)O)C1CCC2(C1(CC=C3C2=CCC4C3(CCC(=O)C4(C)C)C)C)C
• Isomeric SMILES: C[C@H](CC[C@@H]([C@@](C)(CO)O)O)[C@H]1CC[C@@]2([C@@]1(CC=C3C2=CC[C@@H]4[C@@]3(CCC(=O)C4(C)C)C)C)C

Technology Process of Ganodermanontriol

There total 42 articles about Ganodermanontriol 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: 76.0%

(5R,10S,13R,14R,17R)-17-((R,Z)-7-hydroxy-6-methylhept-5-en-2-yl)-4,4,10,13,14-pentamethyl-4,5,6,10,12,13,14,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-3(2H)-one (1345457-30-8) → ganodermanontriol (106518-63-2)

Guidance literature:

With methanesulfonamide; AD-mix β; In water; tert-butyl alcohol; at 25 ℃; for 6h; Inert atmosphere;

Reference yield: 76.0%

(5R,10S,13R,14R,17R)-17-((R,E)-7-hydroxy-6-methylhept-5-en-2-yl)-4,4,10,13,14-pentamethyl-4,5,6,10,12,13,14,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-3(2H)-one → (5R,10S,13R,14R,17R)-4,4,10,13,14-pentamethyl-17-((2R,5R,6R)-5,6,7-trihydroxy-6-methylheptan-2-yl)-4,5,6,10,12,13,14,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-3(2H)-one (1345457-38-6,106518-63-2)

Guidance literature:

With methanesulfonamide; AD-Mix β; water; In tert-butyl alcohol; at 25 ℃; for 6h; diastereoselective reaction; Inert atmosphere;

DOI:10.1021/np200205n

Reference yield: 76.0%

(5R,10S,13R,14R,17R)-17-((R,Z)-7-hydroxy-6-methylhept-5-en-2-yl)-4,4,10,13,14-pentamethyl-4,5,6,10,12,13,14,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-3(2H)-one (1345457-30-8) → ganodermanontriol (106518-63-2) + C30H48O4

Guidance literature:

With methanesulfonamide; ADmix α; water; In tert-butyl alcohol; at 25 ℃; for 6h; optical yield given as %de; diastereoselective reaction; Inert atmosphere;

DOI:10.1021/np200205n

upstream raw materials:

ethyl (6R,E)-2-methyl-6-((5R,10S,13R,14R,17R)-4,4,10,13,14-pentamethyl-3-oxo-2,3,4,5,6,7,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-17-yl)hept-2-enoate

ethyl (6R,E)-2-methyl-6-((5R,10S,13R,14R,17R)-4,4,10,13,14-pentamethyl-3-oxotetradecahydro-1H-8,9-epoxycyclopenta[a]phenanthren-17-yl)hept-2-enoate

ethyl (6R,E)-2-methyl-6-((5R,10S,13R,14R,17R)-4,4,10,13,14-pentamethyl-3-oxo-2,3,4,5,6,10,12,13,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-17-yl)hept-2-enoate

ethyl (6R,E)-2-methyl-6-((5R,10S,13R,14R,17R)-4,4,10,13,14-pentamethyl-1,2,4,5,6,10,12,13,14,15,16,17-dodecahydrospiro[cyclopenta[a]phenanthrene-3,2'-[1,3]dioxolan]-17-yl)hept-2-enoate

Refernces

• 1、 Sato, Naoto,Ma, Chao-Mei,Komatsu, Katsuko,Hattori, Masao. "Triterpene-farnesyl hydroquinone conjugates from Ganoderma sinense". . p. 958 - 961. Retrieved 2009.
• 2、 -. "Process for preparing delta-7,9(11) steroids from Ganoderma lucidum and analogs thereof". Page/Page column 27-28; 35. . Retrieved 2016/08/03.