90919-49-6

Basic information

• Product Name: Benzoyl chloride, 2,3-dimethoxy-5-methyl- (9CI)
• Synonyms: Benzoyl chloride, 2,3-dimethoxy-5-methyl- (9CI)
• CAS NO: 90919-49-6
• Molecular Formula: C₁₀H₁₁ClO₃
• Molecular Weight: 214.64554
• Product Categories: ACIDHALIDE
• Mol File: 90919-49-6.mol
• Article Data: 3

Chemical Properties

• Appearance: /
• CAS DataBase Reference: Benzoyl chloride, 2,3-dimethoxy-5-methyl- (9CI)(CAS DataBase Reference)
• NIST Chemistry Reference: Benzoyl chloride, 2,3-dimethoxy-5-methyl- (9CI)(90919-49-6)
• EPA Substance Registry System: Benzoyl chloride, 2,3-dimethoxy-5-methyl- (9CI)(90919-49-6)

Safety Data

• Hazardous Substances Data: 90919-49-6(Hazardous Substances Data)

Upstream product

• 5701-86-0 2,3-dimethoxy-5-methylbenzaldehyde 
• 76959-16-5 4,5-dihydro-2-(2,3-dimethoxy-5-methylphenyl)-4,4-dimethyloxazole 
• 107189-00-4 2-(5-Bromo-2,3-dimethoxyphenyl)-4,5-dihydro-4,4-dimethyloxazole 
• 129117-51-7 5-Bromo-N-(2-hydroxy-1,1-dimethylethyl)-2,3-dimethoxybenzamid 
• 107188-91-0 5-bromo-2,3-dimethoxybenzoic acid chloride 
• 72517-23-8 5-bromo-2,3-dimethoxybenzoic acid 
• 5653-56-5 2,3-dimethoxy-5-methylbenzoic acid 
• 93-51-6 2-Methoxy-4-methylphenol 

Downstream Products

• 76959-16-5 4,5-dihydro-2-(2,3-dimethoxy-5-methylphenyl)-4,4-dimethyloxazole 
• 227089-87-4 (-)-(4S)-4-isopropyl-2-(2,3-dimethoxy-5-methylphenyl)-4,5-dihydrooxazole 
• 158307-79-0 4,5-dihydro-2-<2-(2',4'-dimethoxybenzyl)-3-methoxy-4-methylphenyl>-4,4'-dimethyloxazole 
• 127870-66-0 2-(2',4'-dimethoxybenzyl)-3-methoxy-5-methylbenzoic acid 
• 107188-76-1 (-)-(S)-N-<(1-Ethylpyrrolidin-2-yl)methyl>-2,3-dimethoxy-5-methylbenzamide 

Relevant articles and documents

Formal synthesis of both atropomers of desertorin C and an example of chirality transfer from a biphenyl axis to a spiro centre and its reverse

In connection with the synthesis of 4,4′,7,7′-tetramethoxy-5,5′-dimethyl-6,8′-bicoumarin (desertorin C) (11) in enantiopure form, the diastereomeric ratios of the products of the reactions between 2-isopropyloxy-6-methoxy-4-methylphenylmagnesium bromide (24) and (4S)-4-isopropyl-2-(2,3,5-trimethoxyphenyl)-4,5-dihydrooxazole (23), between 2,4-dimethoxy-6-methylphenylmagnesium bromide (37) and (4S)-4-isopropyl-2-(2,3-dimethoxy-5-methylphenyl)-4,5-dihydrooxazole (36), and between 2,4-dimethoxy-6-(t-butyldimethylsilyloxy)methylphenyl-magnesium bromide (46) and the oxazole (36) were explored. The major product of the last mentioned reaction was converted into (S,4S)-4-isopropyl-2-(2′-hydroxymethyl-4′,6,6′-trimethoxy-4- methyl-1,1′-biphenyl-6-yl)-4,5-dihydroxazole (49), the axial configuration of which was confirmed by single crystal X-ray structural determination. The similar product (S,4S)-2-(2′,4′,6-trimethoxy-4,6′-dimethyl-1,1′- biphenyl-6-yl)-4,5-dihydrooxazole (43) was converted into (S)-1-(2,4′,6′-trimethoxy-4,6′-biphenyl-2-yl)ethanone (57) which furnished (S)-1-(2′,4′,6-trimethoxy-4,6′-dimethyl-1,1′-biphenyl-2- yl)acetamide (58) (43%) and (S)-2,7′-dimethoxy-3′,5′,6-trimethylspiro[cyclohexa-2,5-diene- 1,1′-(1H)isoindole]-4-one (61) (30%) on Schmidt rearrangement. The dienone (61) on reduction and methylation regenerated the ketone (57). The methodology of Lipschutz was adapted for the synthesis of both enantiomers of 1,1′-(2′,4-dihydroxy-6,6′-dimethoxy-2,4′- dimethylbiphenyl-3,3′-diyl)bisethanone (32) and (83) which constitutes a formal synthesis of both enantiomers of desertorin C. CSIRO 2000.

Potential antipsychotic agents. Part 8. Antidopaminergic properties of a potent series of 5-substituted (-)-(S)-N-[(1-ethylpyrrolidin-2-yl)methyl]-2,3-dimethoxybenzamides. Synthesis via common lithio intermediates

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