8-Hydroxy-4,6-bis[(5E)-5-(α-carboxy-4-hydroxybenzylidene)-4-hydroxy-2,5-dihydro-2-oxofuran-3-yl]-2H-naphtho[1,8-bc]furan-2-one

Base Information

• Chemical Name: 8-Hydroxy-4,6-bis[(5E)-5-(α-carboxy-4-hydroxybenzylidene)-4-hydroxy-2,5-dihydro-2-oxofuran-3-yl]-2H-naphtho[1,8-bc]furan-2-one
• CAS No.: 90295-68-4
• Molecular Formula: C35H18O15
• Molecular Weight: 678.5084
• Mol file: 90295-68-4.mol

Synonyms:Pulvinic acid derivative;Norbadion A;Norbadione A;Naphthalenoid pulvinic acid derv. from Pisolithus tinctorius fungus;

Chemical Property of 8-Hydroxy-4,6-bis[(5E)-5-(α-carboxy-4-hydroxybenzylidene)-4-hydroxy-2,5-dihydro-2-oxofuran-3-yl]-2H-naphtho[1,8-bc]furan-2-one

Chemical Property:

• Boiling Point: 1070°Cat760mmHg
• Flash Point: 347.3°C
• PSA: 254.65000
• Density: 1.901g/cm³
• LogP: 4.13280

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 8-Hydroxy-4,6-bis[(5E)-5-(α-carboxy-4-hydroxybenzylidene)-4-hydroxy-2,5-dihydro-2-oxofuran-3-yl]-2H-naphtho[1,8-bc]furan-2-one

There total 1 articles about 8-Hydroxy-4,6-bis[(5E)-5-(α-carboxy-4-hydroxybenzylidene)-4-hydroxy-2,5-dihydro-2-oxofuran-3-yl]-2H-naphtho[1,8-bc]furan-2-one 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: 28.0%

[4-(8-benzyloxy-4-{5-[(4-benzyloxyphenyl)methoxycarbonylmethylene]-4-methoxy-2-oxo-2,5-dihydrofuran-3-yl}-2-oxo-2H-naphtho[1,8-bc]furan-6-yl)-3-methoxy-5-oxo-5H-furan-2-ylidene](4-benzyloxyphenyl)acetic acid methyl ester (1002331-93-2) → [4-(4-{5-[carboxy-(4-hydroxyphenyl)methylene]-4-hydroxy-2-oxo-2,5-dihydrofuran-3-yl}-8-hydroxy-2-oxo-2H-naphtho[1,8-bc]furan-6-yl)-3-hydroxy-5-oxo-5H-furan-2-ylidene](4-hydroxyphenyl)acetic acid (90295-68-4)

Guidance literature:

With trimethylsilyl iodide; In chloroform-d1; at 55 ℃; for 264h;

DOI:10.1021/jo702106u

Reference yield:

[4-(4-{5-[carboxy-(4-hydroxyphenyl)methylene]-4-hydroxy-2-oxo-2,5-dihydrofuran-3-yl}-8-hydroxy-2-oxo-2H-naphtho[1,8-bc]furan-6-yl)-3-hydroxy-5-oxo-5H-furan-2-ylidene](4-hydroxyphenyl)acetic acid (90295-68-4) + dimethyl sulfate (77-78-1) → [3-Methoxy-4-(8-methoxy-4-{4-methoxy-5-[1-methoxycarbonyl-1-(4-methoxy-phenyl)-meth-(E)-ylidene]-2-oxo-2,5-dihydro-furan-3-yl}-2-oxo-2H-naphtho[1,8-bc]furan-6-yl)-5-oxo-5H-furan-(2E)-ylidene]-(4-methoxy-phenyl)-acetic acid methyl ester (90295-69-5)

Guidance literature:

With potassium carbonate; In acetone;

Reference yield:

[4-(4-{5-[carboxy-(4-hydroxyphenyl)methylene]-4-hydroxy-2-oxo-2,5-dihydrofuran-3-yl}-8-hydroxy-2-oxo-2H-naphtho[1,8-bc]furan-6-yl)-3-hydroxy-5-oxo-5H-furan-2-ylidene](4-hydroxyphenyl)acetic acid (90295-68-4) + dimethyl sulfate (77-78-1) → 7,8-Dimethoxy-3,5-bis-{4-methoxy-5-[1-methoxycarbonyl-1-(4-methoxy-phenyl)-meth-(E)-ylidene]-2-oxo-2,5-dihydro-furan-3-yl}-naphthalene-1-carboxylic acid methyl ester

Guidance literature:

With potassium carbonate; In acetone; for 24h; Heating;

DOI:10.1016/S0031-9422(00)81131-0

upstream raw materials:

[4-(8-benzyloxy-4-{5-[(4-benzyloxyphenyl)methoxycarbonylmethylene]-4-methoxy-2-oxo-2,5-dihydrofuran-3-yl}-2-oxo-2H-naphtho[1,8-bc]furan-6-yl)-3-methoxy-5-oxo-5H-furan-2-ylidene](4-benzyloxyphenyl)acetic acid methyl ester

Downstream raw materials:

[3-Methoxy-4-(8-methoxy-4-{4-methoxy-5-[1-methoxycarbonyl-1-(4-methoxy-phenyl)-meth-(E)-ylidene]-2-oxo-2,5-dihydro-furan-3-yl}-2-oxo-2H-naphtho[1,8-bc]furan-6-yl)-5-oxo-5H-furan-(2E)-ylidene]-(4-methoxy-phenyl)-acetic acid methyl ester

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