74794-54-0

Basic information

• Product Name: 3,4-Dihydro-8-hydroxy-3-phenylisocoumarin
• Synonyms: 3,4-Dihydro-8-hydroxy-3-phenylisocoumarin
• CAS NO: 74794-54-0
• Molecular Weight: 240.258
• Mol File: 74794-54-0.mol
• Article Data: 5

Chemical Properties

• CAS DataBase Reference: 3,4-Dihydro-8-hydroxy-3-phenylisocoumarin(CAS DataBase Reference)
• NIST Chemistry Reference: 3,4-Dihydro-8-hydroxy-3-phenylisocoumarin(74794-54-0)
• EPA Substance Registry System: 3,4-Dihydro-8-hydroxy-3-phenylisocoumarin(74794-54-0)

Safety Data

• Hazardous Substances Data: 74794-54-0(Hazardous Substances Data)

Upstream product

• 75513-43-8 (1E, 4E)-1-(dimethylamino)-5-phenylpenta-1, 4-dien-3-one 
• 71-43-2 benzene 
• 74794-52-8 8-methoxyhomophthalic anhydride 
• 76678-84-7 2-acetyl-3-styrylphenol 
• 80458-91-9 8-benzoyloxy-3-phenylisocoumarin 
• 344267-36-3 2-Hydroxy-6-(2-oxo-2-phenyl-ethyl)-benzoic acid 
• 98-88-4 benzoyl chloride 
• 42421-12-5 (2-carboxy-3-hydroxyphenyl)acetic acid 
• 71885-44-4 4,5-dihydro-4,4-dimethyl-2-(2-methylphenyl)-2-oxazoline 
• 100-52-7 benzaldehyde 
• 74794-53-9 8-hydroxy-3-phenyl-1H-isochromen-1-one 
• 344267-29-4 2-Hydroxy-6-(2-hydroxy-2-phenyl-ethyl)-benzoic acid 
• 76678-85-8 (E)-2-hydroxy-6-styrylbenzoic acid 
• 136819-94-8 Ethyl 6-styrylsalicylate 

Downstream Products

• 74794-57-3 8-hydroxy-3-phenylisochroman 
• 74794-58-4 2-(3-hydroxy-2-hydroxymethyl)-1-phenylethanol 
• 74794-56-2 1,8-dihydroxy-3-phenylisochroman 
• 74794-55-1 8-acetoxy-3-phenyl-3,4-dihydroisocoumarin 

Relevant articles and documents

Synthesis of 3-substituted 8-hydroxy-3,4-dihydroisocoumarins via successive lateral and ortho-lithiations of 4,4-dimethyl-2-(o-tolyl)oxazoline

Sequential treatment of 4,4-dimethyl-2-(o-tolyl)oxazoline in THF with sec-BuLi, aromatic or aliphatic aldehydes, sec-BuLi, B(OMe)3, and H2O2 produced the laterally alkylated and ortho-hydroxylated oxazolines in one-pot. Treatment of these products with TFA in aqueous THF provided 3-substituted 8-hydroxy-3,4-dihydroisocoumarins in 44-75% overall yields. This procedure allowed the short synthesis of (±)-hydrangenol and (±)-phyllodulcin, naturally occurring 3,4-dihydroisocoumarins of pharmacological interest. A more economical synthesis of (±)-phyllodulcin via the trianion intermediate is also described.

Syntheses of antifungal isocoumarins. II. Synthesis and antifungal activity of 3-substituted isocoumarins

-

Biogenetic-type Synthesis of 3,4-Dihydro-8-hydroxy-3-phenylisocoumarin (Studies on the β-Carbonyl Compounds connected with the β-Polyketides. V)

A biogenetic-type synthesis of a dihydroisocoumarin, 3,4-dihydro-8-hydroxy-3-phenylisocoumarin (1), from trans-cinnamaldehyde (13) modelled on the polyketide mode of biosynthesis is described.Keywords - β-polyketides; biogenetic-type synthesis; condensati