65857-78-5

Basic information

• Product Name: methyl 2-acetyl-3,5-bis(benzyloxy)phenylacetate
• Synonyms: methyl 2-acetyl-3,5-bis(benzyloxy)phenylacetate
• CAS NO: 65857-78-5
• Molecular Weight: 404.463
• Mol File: 65857-78-5.mol
• Article Data: 4

Chemical Properties

• CAS DataBase Reference: methyl 2-acetyl-3,5-bis(benzyloxy)phenylacetate(CAS DataBase Reference)
• NIST Chemistry Reference: methyl 2-acetyl-3,5-bis(benzyloxy)phenylacetate(65857-78-5)
• EPA Substance Registry System: methyl 2-acetyl-3,5-bis(benzyloxy)phenylacetate(65857-78-5)

Safety Data

• Hazardous Substances Data: 65857-78-5(Hazardous Substances Data)

Upstream product

• 2732-96-9 3,5-dibenzyloxyphenylacetic acid 
• 58604-84-5 (3',5'-dibenzyloxy)phenylacetonitrile 
• 100-39-0 benzyl bromide 
• 4724-10-1 methyl 2-(3,5-dihydroxyphenyl)acetate 
• 28917-43-3 3,5-dibenzyloxybenzoic acid 
• 99-10-5 3,5-Dihydroxybenzoic acid 
• 24131-31-5 3,5-dibenzyloxybenzyl alcohol 
• 58605-10-0 methyl 3,5-bis(benzyloxy)benzoate 
• 2150-44-9 1-carbomethoxy-3,5-dihydroxybenzene 
• 108-24-7 acetic anhydride 
• 79762-35-9 methyl 2-(3,5-bis(benzyloxy)-2-formylphenyl)acetate 
• 28917-44-4 3,5-dibenzyloxylbenzoyl chloride 
• 50513-72-9 (3,5-di-benzyloxy)benzoic acid benzyl ester 
• 52144-91-9 3,5-bis(benzyloxy)diazoacetophenone 

Downstream Products

• 49598-85-8 3,6,8-Trihydroxy-3,4-dihydronaphthalen-1(2H)-one 
• 65857-83-2 8,10-bis(benzyloxy)-11-hydroxy-3-methoxy-1-methylbenzoxanthen-12-one 
• 65900-57-4 1,3-bis(benzyloxy)-6-hydroxy-10-methoxy-8-methylbenzoxanthen-7-one 
• 65857-82-1 1,3-bis(benzyloxy)-6-(2-benzyloxy-4-methoxy-6-methylbenzoyloxy)-10-methoxy-8-methylbenzoxanthen-7-one 
• 65857-85-4 1,3-bis(benzyloxy)-10-methoxy-8-methylbenzoxanthen-5,6,7-trione 
• 33390-22-6 norbikaverin 
• 65857-80-9 1,3-bis(benzyloxy)-6,8-bis-(2-benzyloxy-4-methoxy-6-methylbenzoyloxy)naphthalene 
• 65857-81-0 1,3-bis(benzyloxy)-7-(2-benzyloxy-4-methoxy-6-methylbenzoyl)-6-(2-benzyloxy-4-methoxy-6-methylbenzoyloxy)-8-hydroxynaphthalene 
• 71741-19-0 1,3-bis(benzyloxy)-6-(2-benzyloxy-4-methoxy-6-methylbenzoyloxy)-8-hydroxynaphthalene 
• 71741-23-6 1-acetoxy-6,8-bis(benzyloxy)-3-(2-benzyloxy-4-methoxy-6-methylbenzoyloxy)naphthalene 
• 71741-20-3 1,3-bis(benzyloxy)-5-(2-benzyloxy-4-methoxy-6-methylbenzoyl)-8-(2-benzyloxy-4-methoxy-6-methylbenzoyloxy)-6-hydroxynaphthalene 
• 33390-21-5 bikaverin 
• 79762-36-0 5,7-dibenzylflaviolin 
• 79762-39-3 1,3-diacetoxy-6,8-bis(benzyloxy)naphthalene 

Relevant articles and documents

Characterization of a fungal thioesterase having claisen cyclase and deacetylase activities in melanin biosynthesis

Melanins are a broad class of darkly pigmented macromolecules formed by oxidative polymerization of phenolic monomers. In fungi, melanins are known virulence factors that contribute to pathogenicity. Their biosynthesis generally involves polymerization of 1,8-dihydroxynaphthalene via a 1,3,6,8- tetrahydroxynaphthalene (THN) precursor assembled by multidomain, nonreducing polyketide synthases. Convergent routes to THN have evolved in fungi. Parallel heptaketide and hexaketide pathways exist that utilize conventional C-terminal thioesterase/Claisen cyclase domains and separate side-chain deacylases. Here, in vitro characterization of Pks1 from Colletotrichum lagenarium establishes a true THN synthase with a bifunctional thioesterase (TE) catalyzing both cyclization and deacetylation of an enzyme-bound hexaketide substrate. Chimeric TE domains were generated by swapping lid regions of active sites between classes of melanin TEs to gain insight into this unprecedented catalysis of carbon-carbon bond making and breaking by an α/β-hydrolase fold enzyme.

DEOXYGENATION IN THE BIOSYNTHESIS OF POLYKETIDES: MECHANISM OF BIOMIMETIC REDUCTION OF TETRAHYDROXYNAPHTHALENE

A biomimetic synthesis of scytalone, a simple derivative of tetralone, was reinvestigeted using NMR spectroscopy.Scytalone was formed from 1,3,6,8-tetrahydroxynaphthalene (1,3,6,8-THN) by sodium borohydride reduction only in the presence of sodium methoxi