110087-16-6

Basic information

• Product Name: ethyl (+/-)-2,4-dimethoxy-6-(1-methyl-2-oxopropyl)benzoate
• Synonyms: ethyl (+/-)-2,4-dimethoxy-6-(1-methyl-2-oxopropyl)benzoate
• CAS NO: 110087-16-6
• Molecular Weight: 280.321
• Mol File: 110087-16-6.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: ethyl (+/-)-2,4-dimethoxy-6-(1-methyl-2-oxopropyl)benzoate(CAS DataBase Reference)
• NIST Chemistry Reference: ethyl (+/-)-2,4-dimethoxy-6-(1-methyl-2-oxopropyl)benzoate(110087-16-6)
• EPA Substance Registry System: ethyl (+/-)-2,4-dimethoxy-6-(1-methyl-2-oxopropyl)benzoate(110087-16-6)

Safety Data

• Hazardous Substances Data: 110087-16-6(Hazardous Substances Data)

Upstream product

• 92120-69-9 ethyl 2-ethyl-4,6-dimethoxybenzoate 
• 75-36-5 acetyl chloride 

Downstream Products

• 518-75-2 (+/-)-threo-4,6-dihydro-8-hydroxy-3,4,5-trimrthyl-6-oxo-3H-2-benzopyran-7-carboxylic acid (citrinin) 
• 79755-60-5 (+/-)-erythro-3-(3,5-dimethoxy-2-methylphenyl)butan-2-ol 
• 110087-24-6 5-((1S,2R)-2-Bromo-1-methyl-propyl)-4-methyl-benzene-1,3-diol 
• 110087-24-6 (+/-)-2-bromo-3-(3,5-dihydroxy-2-methyphenyl)butane 
• 110087-23-5 (+/-)-2-(3,5-dimethoxy-2-methyphenyl)-3-iodobutane 
• 16051-42-6 (+/-)-threo-2,6-dihydroxy-4-(2-hydroxy-1-methylpropyl)-3-methylbenzoic acid 
• 79755-60-5 (+/-)-threo-3-(3,5-dimethoxy-2-methyl-phenyl)-butan-2-ol 
• 16051-39-1 (+/-)-threo-(3,5-dihydroxy-2-methyphenyl)butan-2-ol (phenol B) 
• 110087-15-5 (+/-)-threo-2-(2-hydroxy-1-methylpropyl)-4,6-dimethoxybenzoate 
• 100560-67-6 (+/-)-threo-3,4-dihydro-6,8-dimethoxy-3,4-dimethyl-1H-2-benzopyran-1-one 

Relevant articles and documents

A Diastereoselective Synthesis of the Polyketide Antibiotic Citrinin using Toluate Anion Chemistry

The diastereoselectivity of various synthetic approaches to (+/-)-threo-3-(3,5-dihydroxy-2-methylphenyl)butan-2-ol ('Phenol B') (4), based on reactions of benzyl anions with electrophiles, has been investigated.The anion (9) derived from ethyl 2,4-dimethoxy-6-ethylbenzoate reacted with acetaldehyde to give mainly an erythro-product isolated as the lactone (12); acetylation with acetyl chloride to give a ketone, followed by reduction, gave mainly the required threo-lactone (11).An alternative route was frustrated by decomposition of the benzyl anion derived from 3,4-dihydro-6,8-dimethoxy-3-methyl-1H-2-benzopyran-1-one (17).Reduction of the carbonyl group of the threo-lactone (11) to a methyl gave the dimethyl ether of 'Phenol B', which was converted into (+/-)-citrinin (1).