Mammea E/BA

Base Information

• Chemical Name: Mammea E/BA
• CAS No.: 111321-13-2
• Molecular Formula: C₂₄H₃₀O₇
• Molecular Weight: 430.498
• DSSTox Substance ID: DTXSID401318244
• Metabolomics Workbench ID: 44578
• Nikkaji Number: J88.424C
• Wikidata: Q105351582
• Mol file: 111321-13-2.mol

Synonyms:Mammea E/BA;Mammea E/BA cyclo D;CHEBI:175485;DTXSID401318244;111321-13-2;1-[5,7-dihydroxy-6-(3-methylbut-2-en-1-yl)-8-(3-methylbutanoyl)-2-oxo-2H-chromen-4-yl]propyl acetate;1-[5,7-dihydroxy-8-(3-methylbutanoyl)-6-(3-methylbut-2-enyl)-2-oxochromen-4-yl]propyl acetate

Chemical Property of Mammea E/BA

Chemical Property:

• XLogP3: 4.8
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 7
• Rotatable Bond Count: 9
• Exact Mass: 430.19915329
• Heavy Atom Count: 31
• Complexity: 747

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CCC(C1=CC(=O)OC2=C1C(=C(C(=C2C(=O)CC(C)C)O)CC=C(C)C)O)OC(=O)C

Technology Process of Mammea E/BA

There total 5 articles about Mammea E/BA 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: 40.0%

4-(1-acetoxypropyl)-5,7-dihydroxy-8-(3-methylbutyryl)coumarin (98498-78-3) + prenyl bromide (870-63-3) → mammea E/BA (26477-64-5,111321-13-2)

Guidance literature:

With potassium hydroxide; In water; at 0 ℃;

DOI:10.1016/S0040-4039(00)98875-0

Reference yield:

3,5-dihydroxyphenol (108-73-6) → mammea E/BA (26477-64-5,111321-13-2)

Guidance literature:

Multi-step reaction with 3 steps

1: 53 percent / trifluoroacetic acid / 2 h / Ambient temperature

2: 44 percent / AlCl₃ / CS₂; nitrobenzene / 96 h

3: 20 percent / aq. KOH (5percent) / 1.5 h / 0 °C

With potassium hydroxide; aluminium trichloride; In carbon disulfide; nitrobenzene; trifluoroacetic acid;

Reference yield:

ethyl 3-oxo-4-acetoxyhexanoate (111249-63-9) → mammea E/BA (26477-64-5,111321-13-2)

Guidance literature:

Multi-step reaction with 3 steps

1: 53 percent / trifluoroacetic acid / 2 h / Ambient temperature

2: 44 percent / AlCl₃ / CS₂; nitrobenzene / 96 h

3: 20 percent / aq. KOH (5percent) / 1.5 h / 0 °C

With potassium hydroxide; aluminium trichloride; In carbon disulfide; nitrobenzene; trifluoroacetic acid;

upstream raw materials:

4-(1-acetoxypropyl)-5,7-dihydroxy-8-(3-methylbutyryl)coumarin

prenyl bromide

3,5-dihydroxyphenol

ethyl 3-oxo-4-acetoxyhexanoate