Fujianmycin A

Base Information

• Chemical Name: Fujianmycin A
• CAS No.: 96695-57-7
• Molecular Formula: C₁₉H₁₄O₅
• Molecular Weight: 322.317
• DSSTox Substance ID: DTXSID90914389
• Wikidata: Q77492329
• Metabolomics Workbench ID: 109442
• ChEMBL ID: CHEMBL256502
• Mol file: 96695-57-7.mol

Synonyms:fujianmycin A

Chemical Property of Fujianmycin A

Chemical Property:

• Vapor Pressure: 2.51E-16mmHg at 25°C
• Boiling Point: 621.9°Cat760mmHg
• Flash Point: 343.9°C
• PSA: 91.67000
• Density: 1.479g/cm³
• LogP: 2.42350
• XLogP3: 2.5
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 0
• Exact Mass: 322.08412354
• Heavy Atom Count: 24
• Complexity: 584

Purity/Quality:

95% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1CC(=O)C2=C(C1O)C=CC3=C2C(=O)C4=C(C3=O)C(=CC=C4)O
• Isomeric SMILES: C[C@H]1CC(=O)C2=C([C@@H]1O)C=CC3=C2C(=O)C4=C(C3=O)C(=CC=C4)O

Technology Process of Fujianmycin A

There total 8 articles about Fujianmycin A 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: 92.0%

(3R,4S)-8-methoxy-4-(methoxymethoxy)-3-methyl-3,4-dihydrotetraphene-1,7,12(2H)-trione (1427039-58-4) → fujianmycin A (96695-57-7)

Guidance literature:

With aluminum (III) chloride; In dichloromethane; at 0 ℃; for 2h; Inert atmosphere;

DOI:10.1039/c3ra47775d

Reference yield:

(5S)-5-((2R)-hex-5-en-2-yl)-9,9-dimethyl-8,8-diphenyl-2,4,7-trioxa-8-siladecane → fujianmycin A (96695-57-7)

Guidance literature:

Multi-step reaction with 7 steps

1.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 3 h / 0 - 20 °C

2.1: 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione / ethyl acetate / 2 h / Reflux

3.1: potassium carbonate; methanol / 4 h / 0 - 20 °C

4.1: Grubbs catalyst first generation / dichloromethane / 8 h / Reflux

5.1: toluene / 14 h / 80 - 100 °C

5.2: 6 h / Darkness

6.1: oxygen / benzene / Irradiation

7.1: aluminum (III) chloride / dichloromethane / 2 h / 0 °C / Inert atmosphere

With Grubbs catalyst first generation; methanol; aluminum (III) chloride; tetrabutyl ammonium fluoride; oxygen; potassium carbonate; 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione; In tetrahydrofuran; dichloromethane; ethyl acetate; toluene; benzene; 5.1: |Diels-Alder Cycloaddition;

DOI:10.1039/c3ra47775d

Reference yield:

(2S,3R)-2-(methoxymethoxy)-3-methylhept-6-en-1-ol → fujianmycin A (96695-57-7)

Guidance literature:

Multi-step reaction with 6 steps

1.1: 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione / ethyl acetate / 2 h / Reflux

2.1: potassium carbonate; methanol / 4 h / 0 - 20 °C

3.1: Grubbs catalyst first generation / dichloromethane / 8 h / Reflux

4.1: toluene / 14 h / 80 - 100 °C

4.2: 6 h / Darkness

5.1: oxygen / benzene / Irradiation

6.1: aluminum (III) chloride / dichloromethane / 2 h / 0 °C / Inert atmosphere

With Grubbs catalyst first generation; methanol; aluminum (III) chloride; oxygen; potassium carbonate; 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione; In dichloromethane; ethyl acetate; toluene; benzene; 4.1: |Diels-Alder Cycloaddition;

DOI:10.1039/c3ra47775d

upstream raw materials:

(5R,6S)-6-(methoxymethoxy)-5-methyl-1-vinylcyclohex-1-ene

(3R,4S)-8-methoxy-4-(methoxymethoxy)-3-methyl-3,4-dihydrotetraphene-1,7,12(2H)-trione