133379-09-6

Basic information

• Product Name: methyl 5-bromo-2-methoxy-6-methylbenzoate
• Synonyms: methyl 5-bromo-2-methoxy-6-methylbenzoate
• CAS NO: 133379-09-6
• Molecular Weight: 259.1
• Mol File: 133379-09-6.mol

Chemical Properties

• CAS DataBase Reference: methyl 5-bromo-2-methoxy-6-methylbenzoate(CAS DataBase Reference)
• NIST Chemistry Reference: methyl 5-bromo-2-methoxy-6-methylbenzoate(133379-09-6)
• EPA Substance Registry System: methyl 5-bromo-2-methoxy-6-methylbenzoate(133379-09-6)

Safety Data

• Hazardous Substances Data: 133379-09-6(Hazardous Substances Data)

Upstream product

• 79383-44-1 methyl 2-methyl-6-methoxybenzoate 
• 50463-84-8 2-methoxy-6-methylbenzoyl chloride 
• 6161-65-5 2-methoxy-6-methyl-benzoic acid 
• 67-56-1 methanol 
• 54884-55-8 2-methoxy-6-methyl-benzaldehyde 

Downstream Products

• 133379-08-5 methyl 3-bromo-2-(bromomethyl)-6-methoxybenzoate 
• 28281-58-5 7-methoxyisobenzofuran-1(3H)-one 

Relevant articles and documents

Assessment of the regioselectivity in the condensation reaction of unsymmetrical o-phthaldialdehydes with alanine

One approach for the synthesis of isoindolinones, a privileged bioactive heterocyclic core structure, involves a condensation reaction of o-phthaldialdehydes with a suitable nitrogen-containing nucleophile. This fascinating reaction is revisited here in the context of the use of o-phthaldialdehydes that contain additional substituents in the aromatic ring leading to a detailed analysis of the regioselectivity of the reaction. Eleven monosubstituted o-phthaldialdehydes were synthesised and reacted with alanine. The regioselectivity observed across the eleven substrates led to the design of a disubstituted substrate that reacted with very high control. A gram-scale reaction followed by esterification gave one major regioisomer in high yield. In addition, the regioselectivity observed on reaction of two novel monodeuterated substrates led to an increased mechanistic understanding.

Synthesis of (+)-varitriol analogues via novel and versatile building blocks based on julia olefination

The synthesis of (+)-varitriol (1) analogues was achieved through, the use of Julia olefination. The potential anticancer properties of 1 coupled with, our interest in developing building blocks that enable olefin formation under the Julia protocol constitute the basis of our research project. Efforts are aimed at the synthesis of building blocks 2 and 3 and to explore their use towards the synthesis of (+)-varit:riol analogues. Herein, we would, like to present the synthesis of building block 3 and its ability to react with variety of substituted aromatic-, heterocyclic- and carbohydrate-derived aldehydes to yield alkene 6 in moderate to good yields with E as the major isomer. The successful, coupling of 2 with (furanoside moieties) aldehydes 5k, 5m and 5n in particular and the obtainment of compound 23 reflect the promise associated with the new strategy.

A New Synthetic Route to 4-Bromo-7-methoxyphthalide and 3-Hydroxy-7-methoxyphthalide from 2-Methoxy-6-methylbenzoate Side Chain and Nuclear Bromination

Ethyl 2-methoxy-6-methylbenzoate was converted via its acid and acid chloride, into the methyl ester.Bromination of the methyl and ethyl esters with the halogen in carbon tetrachloride at reflux in the presence of light resulted in both side-chain and nuc