17173-27-2

Usage

InChI:InChI=1/C13H16O5/c1-8(14)10-7-12(17-3)11(16-2)5-9(10)6-13(15)18-4/h5,7H,6H2,1-4H3

Upstream product

• 4697-57-8 methyl 2-(2-bromo-4,5-dimethoxyphenyl)acetate 
• 105-45-3 acetoacetic acid methyl ester 
• 866252-52-0 4,5-dimethoxy-2-(trimethylsilyl)phenyl trifluoromethanesulfonate 
• 93-40-3 (3,4-Dimethoxyphenyl)acetic acid 
• 15964-79-1 methyl (3,4-dimethoxyphenyl)acetate 
• 108-24-7 acetic anhydride 
• 50516-11-5 7-acetoxyoctanoic acid 

Downstream Products

• 16535-98-1 3-hydroxy-6,7-dimethoxy-1-methylisoquinoline 
• 38210-84-3 2-acetyl-4,5-dimethoxyphenylacetic acid 
• 3809-00-5 4,5-dimethoxyhomophthalic acid 
• 144709-31-9 3<2-(methoxycarbonylmethyl)-4,5-dimethoxyphenyl>-1,7,8-trimethoxyisoquinoline 
• 144709-24-0 N-methyl-3<2-(methoxycarbonylmethyl)-4,5-dimethoxyphenyl>-6,7-dimethoxy-1(2H)-isoquinolone 
• 144709-22-8 3-<2-(methoxycarbonyl-methyl)-4,5-dimethoxyphenyl>-6,7-dimethoxy-1(2H)-isoquinolone 
• 144709-30-8 N-methyl-3-<2-(methoxycarbonylmethyl)-4,5-dimethoxyphenyl>-7,8-dimethoxy-1(2H)-isoquinolone 
• 144709-28-4 3-<2-(methoxycarbonylmethyl)-4,5 dimethoxyphenyl>-7,8-dimethoxy-1(2H)-isoquinolone 
• 144709-25-1 3<2-(methoxycarbonylmethyl)-4,5-dimethoxyphenyl>1,6,7-trimethoxy-isoquinoline 
• 144709-33-1 [2-(7,8-Dimethoxy-1-oxo-1,2-dihydro-isoquinolin-3-yl)-4,5-dimethoxy-phenyl]-acetic acid 
• 144709-21-7 [2-(6,7-Dimethoxy-1-oxo-1,2-dihydro-isoquinolin-3-yl)-4,5-dimethoxy-phenyl]-acetic acid 
• 144709-32-0 N-methyl-3-<2-(hydroxyethyl)-4,5-dimethoxyphenyl>-7,8-dimethoxy-1(2H)-isoquinolone 
• 144709-23-9 3-<2-(hydroxyethyl)-4,5-dimethoxyphenyl>6,7-dimethoxy-1(2H)-isoquinolone 
• 144709-29-5 3-<2-(hydroxyethyl)-4,5-dimethoxyphenyl>-7,8-dimethoxy-1(2H)-isoquinolone 

Relevant academic research and scientific papers

Synthesis of Air- and Moisture-Stable, Storable Chiral Oxorhenium Complexes and Their Application as Catalysts for the Enantioselective Imine Reduction

Air-/moisture-stable, crystalline, and storable chiral salicyloxazoline based oxorhenium(V) complexes have been synthesized and their catalytic application for the asymmetric reduction of ketimines using hydrosilane as hydride source is disclosed. A broad substrate scope, high yields, and excellent enantioselectivities (up to 99 %) are attained. Furthermore, the syntheses of enantiopure α-amino esters, γ- and δ-lactams, and isoindolinones have also been carried out using this methodology. Finally, the method has been applied to synthetic targets of pharmaceutical relevance, such as R-(+)-salsolidine and R-(+)-crispine A.

Expedient synthesis of 3-hydroxyisoquinolines and 2-hydroxy-1,4- naphthoquinones via one-pot aryne acyl-alkylation/condensation

A convenient method is disclosed for the synthesis of both 3-hydroxyisoquinolines and 2-hydroxy-1,4-naphthoquinones from β-ketoesters using a one-pot aryne acyl-alkylation/condensation procedure. When performed in conjunction with a one-step method for the synthesis of the β-ketoester substrates, this method provides a new route to these polyaromatic structures in only two steps from commercially available carboxylic acid starting materials. The utility of this approach is demonstrated in the synthesis of the atropisomeric P,N-ligand, QUINAP. The Royal Society of Chemistry 2009.

Palladium mediated total synthesis of o-acetylphenylacetic acids: A general route to indolo[2,3-b]naphthalene-6,11-diones

Here we describe a new, efficient general synthesis of o-acetylphenylacetic acids by Heck palladium-catalyzed arylation of n-butyl vinyl ether with o-bromophenylacetic acids, and its application to the synthesis of indolo[2,3-b]naphthalene-6,11-diones.

A common and general access to berberine and benzo [c] phenanthridine alkaloids

The S(RN)1 reactions between o-iodobenzamides and the enolate anion from 2-acetyl homoveratric acid lead to key tricyclic compounds which are easily converted to either berberine or benzo [c] phenanthridine ring systems providing thus a highly-yielding and versatile access to both classes of alkaloids.