2-Nonen-5-one, 9-((2S,3R,6E)-3-hydroxy-6-(2-hydroxyethylidene)-2-methyl-2-oxepanyl)-2,6-dimethyl-, (6R)-

Base Information

• Chemical Name: 2-Nonen-5-one, 9-((2S,3R,6E)-3-hydroxy-6-(2-hydroxyethylidene)-2-methyl-2-oxepanyl)-2,6-dimethyl-, (6R)-
• CAS No.: 71117-51-6
• Molecular Formula: C20H34O4
• Molecular Weight: 0
• Mol file: 71117-51-6.mol

Synonyms:Zoapathnol;BRN 4701586;5-18-02-00549 (Beilstein Handbook Reference);2-Nonen-5-one, 9-((2S,3R,6E)-3-hydroxy-6-(2-hydroxyethylidene)-2-methyl-2-oxepanyl)-2,6-dimethyl-, (6R)-;2-Nonen-5-one, 9-(3-hydroxy-6-(2-hydroxyethylidene)-2-methyl-2-oxepanyl)-2,6-dimethyl-, (2S-(2-alpha-(S*),3-beta,6E))-;SCHEMBL11617812;LS-96958

Chemical Property of 2-Nonen-5-one, 9-((2S,3R,6E)-3-hydroxy-6-(2-hydroxyethylidene)-2-methyl-2-oxepanyl)-2,6-dimethyl-, (6R)-

Chemical Property:

• Vapor Pressure: 1.27E-11mmHg at 25°C
• Boiling Point: 489.2°C at 760 mmHg
• Flash Point: 164°C
• PSA: 66.76000
• Density: 1.049g/cm³
• LogP: 3.56690
• XLogP3: 2.3
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 8
• Exact Mass: 338.24570956
• Heavy Atom Count: 24
• Complexity: 462

Purity/Quality:

ZOAPATANOL 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CC(CCCC1(C(CCC(=CCO)CO1)O)C)C(=O)CC=C(C)C
• Isomeric SMILES: CC(CCCC1([C@H](CC/C(=C\CO)/CO1)O)C)C(=O)CC=C(C)C

Technology Process of 2-Nonen-5-one, 9-((2S,3R,6E)-3-hydroxy-6-(2-hydroxyethylidene)-2-methyl-2-oxepanyl)-2,6-dimethyl-, (6R)-

There total 81 articles about 2-Nonen-5-one, 9-((2S,3R,6E)-3-hydroxy-6-(2-hydroxyethylidene)-2-methyl-2-oxepanyl)-2,6-dimethyl-, (6R)- 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: 90.0%

(2S,3R)-6-[2-Hydroxy-eth-(E)-ylidene]-2-methyl-2-{4-[2-(3-methyl-but-2-enyl)-[1,3]dioxolan-2-yl]-pentyl}-oxepan-3-ol → (+/-)-zoapatanol (67359-28-8,71117-51-6,73465-97-1,75419-15-7,75419-19-1,78039-31-3)

Guidance literature:

With acetic acid; In tetrahydrofuran; at 38 ℃; for 18h;

DOI:10.1021/ja00541a063

Reference yield: 80.0%

(2SR,3RS,6E)-3-t-butyldimethylsiloxy-(2-t-butyldimethylsiloxyethilidene)-2-(4,8-dimethyl-5-oxo-non-7-enyl)-2-methyloxepane (100582-59-0,121840-81-1,121840-82-2) → (+/-)-zoapatanol (67359-28-8,71117-51-6,73465-97-1,75419-15-7,75419-19-1,78039-31-3)

Guidance literature:

With hydrogen fluoride; In acetonitrile; for 2h; Ambient temperature;

Reference yield: 30.0%

3-methyl-2-butenyllithium (50585-10-9,86211-76-9) + 5-{(2S,3R)-3-Hydroxy-6-[2-hydroxy-eth-(E)-ylidene]-2-methyl-oxepan-2-yl}-2-methyl-pentanoic acid → (+/-)-zoapatanol (67359-28-8,71117-51-6,73465-97-1,75419-15-7,75419-19-1,78039-31-3)

Guidance literature:

In tetrahydrofuran; diethyl ether; at 0 ℃; for 1h;

DOI:10.1021/ja00541a062

upstream raw materials:

Acetic acid (2S,3R)-6-[2-acetoxy-eth-(Z)-ylidene]-2-(4,8-dimethyl-5-oxo-non-7-enyl)-2-methyl-oxepan-3-yl ester

4-bromo-2-methylbut-1-ene

Acetic acid (2S,3R)-2-(5-hydroxy-4,8-dimethyl-non-7-enyl)-2-methyl-6-oxo-oxepan-3-yl ester

5-((8S,9R)-9-Benzyloxy-8-methyl-1,4,7-trioxa-spiro[4.6]undec-8-yl)-2-methyl-pentanal