Halleridone

Base Information

• Chemical Name: Halleridone
• CAS No.: 94535-01-0
• Molecular Formula: C₈H₁₀O₃
• Molecular Weight: 154.166
• Hs Code.: 2932999099
• DSSTox Substance ID: DTXSID10915459
• Nikkaji Number: J240.040E
• Wikidata: Q82886463
• Mol file: 94535-01-0.mol

Synonyms:halleridone

Chemical Property of Halleridone

Chemical Property:

• Vapor Pressure: 1.01E-05mmHg at 25°C
• Boiling Point: 332.9°Cat760mmHg
• Flash Point: 142.6°C
• PSA: 46.53000
• Density: 1.361g/cm³
• LogP: 0.03540
• XLogP3: -0.7
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 0
• Exact Mass: 154.062994177
• Heavy Atom Count: 11
• Complexity: 221

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1COC2C1(C=CC(=O)C2)O

Technology Process of Halleridone

There total 9 articles about Halleridone 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: 81.0%

(3aR,7aR)-3a-(tert-butylperoxy)-3,3a,7,7a-tetrahydro-1-benzofuran-6(2H)-one → cis-3,3a,7,7a-tetrahydro-3a-hydroxy-6(2H)-benzofuranone (56922-59-9,57765-93-2,93675-87-7,94535-01-0)

Guidance literature:

With titanium tetrachloride; In dichloromethane; at 20 ℃; Reagent/catalyst; Solvent; Inert atmosphere;

DOI:10.1021/jo302002j

Reference yield: 80.0%

4-(2-((tert-butyldimethylsilyl)oxy)ethyl)-4-hydroxycyclohexa-2,5-dien-1-one (1133797-34-8) → cis-3,3a,7,7a-tetrahydro-3a-hydroxy-6(2H)-benzofuranone (56922-59-9,57765-93-2,93675-87-7,94535-01-0)

Guidance literature:

With tetrabutyl ammonium fluoride; In tetrahydrofuran; at 20 ℃; for 0.166667h; Inert atmosphere;

DOI:10.1039/c8ob00702k

Reference yield: 22.0%

p-hydroxyphenethyl alcohol (501-94-0) → cis-3,3a,7,7a-tetrahydro-3a-hydroxy-6(2H)-benzofuranone (56922-59-9,57765-93-2,93675-87-7,94535-01-0)

Guidance literature:

p-hydroxyphenethyl alcohol; With sodium hydrogencarbonate; In water; for 0.416667h;

With sodium thiosulfate; In water; at 20 ℃; for 0.5h;

DOI:10.1021/ol302205w

upstream raw materials:

p-hydroxyphenethyl alcohol

cornoside

4-[2-hydroxyethyl]-4-hydroperoxy-2,5-cyclohexadien-1-one

C₉H₁₄O₆S

Refernces

• 1、 Zhao, Kun,Cheng, Gui-Juan,Yang, Hongzhi,Shang, Hai,Zhang, Xinhao,Wu, Yun-Dong,Tang, Yefeng. "Total synthesis of incarvilleatone and incarviditone: Insight into their biosynthetic pathways and structure determination". supporting information. p. 4878 - 4881. Retrieved 2013/01/15.
• 2、 Wenderski, Todd A.,Huang, Shenlin,Pettus, Thomas R. R.. "Enantioselective total synthesis of all of the known chiral cleroindicins (C-F): Clarification among optical rotations and assignments". supporting information; experimental part. p. 4104 - 4109. Retrieved 2009/09/25.