Mexicanolide

Base Information

• Chemical Name: Mexicanolide
• CAS No.: 1915-67-9
• Molecular Formula: C27H32O7
• Molecular Weight: 468.5388
• NSC Number: 118341,106502
• DSSTox Substance ID: DTXSID70940787
• Wikidata: Q82917498
• ChEMBL ID: CHEMBL1979074
• Mol file: 1915-67-9.mol

Synonyms:mexicanolide

Chemical Property of Mexicanolide

Chemical Property:

• Vapor Pressure: 3.83E-15mmHg at 25°C
• Boiling Point: 616.8°Cat760mmHg
• Flash Point: 326.8°C
• PSA: 99.88000
• Density: 1.27g/cm³
• LogP: 4.36400
• XLogP3: 2.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 7
• Rotatable Bond Count: 4
• Exact Mass: 468.21480336
• Heavy Atom Count: 34
• Complexity: 993

Purity/Quality:

99%, ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1(C(C2(C3CCC4(C(OC(=O)CC4=C3CC(C1=O)C2=O)C5=COC=C5)C)C)CC(=O)OC)C

Technology Process of Mexicanolide

There total 5 articles about Mexicanolide 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: 68.0%

3β-hydroxydihydrocarapin → (-)-mexicanolide (1915-67-9)

Guidance literature:

With Jones reagent; In acetone; at 0 ℃; for 0.25h; Inert atmosphere;

DOI:10.1021/jo301182f

Reference yield:

(+)-cipadonoid B (1187952-19-7) → (-)-mexicanolide (1915-67-9)

Guidance literature:

Multi-step reaction with 3 steps

1.1: dihydrogen peroxide / methanol / 0.25 h / 0 °C / Inert atmosphere

1.2: 0 - 20 °C / Inert atmosphere

2.1: sodium hydrogencarbonate; aluminum amalgam / tetrahydrofuran; water; ethanol / 1 h / 20 °C / Inert atmosphere; Sonication

3.1: Jones reagent / acetone / 0.25 h / 0 °C / Inert atmosphere

With aluminum amalgam; Jones reagent; dihydrogen peroxide; sodium hydrogencarbonate; In tetrahydrofuran; methanol; ethanol; water; acetone;

DOI:10.1021/jo301182f

Reference yield:

(S,S)-2,3-epoxycipadonoid B (1400813-79-7) → (-)-mexicanolide (1915-67-9)

Guidance literature:

Multi-step reaction with 2 steps

1: sodium hydrogencarbonate; aluminum amalgam / tetrahydrofuran; water; ethanol / 1 h / 20 °C / Inert atmosphere; Sonication

2: Jones reagent / acetone / 0.25 h / 0 °C / Inert atmosphere

With aluminum amalgam; Jones reagent; sodium hydrogencarbonate; In tetrahydrofuran; ethanol; water; acetone;

DOI:10.1021/jo301182f

upstream raw materials:

(+)-cipadonoid B

(S,S)-2,3-epoxycipadonoid B

Refernces