54879-76-4

Basic information

• Product Name: N-(3,4-dimethoxybenzyl)aminoacetaldehyde dimethyl acetal
• Synonyms: N-(3,4-dimethoxybenzyl)aminoacetaldehyde dimethyl acetal
• CAS NO: 54879-76-4
• Molecular Weight: 255.314
• Mol File: 54879-76-4.mol
• Article Data: 11

Chemical Properties

• CAS DataBase Reference: N-(3,4-dimethoxybenzyl)aminoacetaldehyde dimethyl acetal(CAS DataBase Reference)
• NIST Chemistry Reference: N-(3,4-dimethoxybenzyl)aminoacetaldehyde dimethyl acetal(54879-76-4)
• EPA Substance Registry System: N-(3,4-dimethoxybenzyl)aminoacetaldehyde dimethyl acetal(54879-76-4)

Safety Data

• Hazardous Substances Data: 54879-76-4(Hazardous Substances Data)

Upstream product

• 120-14-9 3,4-dimethoxy-benzaldehyde 
• 22483-09-6 2,2-dimethoxyethylamine 
• 805323-20-0 N-[(1E)-(3,4-dimethoxyphenyl)methylene]-2,2-dimethoxyethanamine 
• 39964-87-9 N-(2,2-dimethoxyethyl)-1-(3,4-dimethoxyphenyl)methanimine 

Downstream Products

• 39964-92-6 N-(3,4-dimethoxybenzyl)-N-(2,2-dimethoxyethyl)-4-methylbenzenesulfonamide 
• 15248-39-2 6,7-dimethoxyisoquinoline 
• 95333-66-7 1-(3,4-Dihydroxy-benzyl)-1,3-dihydro-imidazole-2-thione 
• 105763-98-2 1-(3,4-Dimethoxy-benzyl)-1,3-dihydro-imidazole-2-thione 

Relevant articles and documents

Synthesis of 1,2-Dihydroisoquinolines by a Modified Pomeranz-Fritsch Cyclization

Isoquinolines (IQs) and their derivatives are present in many natural products and biologically active small molecules. Herein, we report a modified procedure for the classical Pomeranz-Fritsch protocol, which expands the scope of 1,2-dihydroisoquinoline (DHIQ) products. 1,2-DHIQs are an attractive branch point for the synthesis of IQs, but because of their innate reactivity, they have remained difficult to prepare. We demonstrate that the Fujioka/Kita conditions, combining trimethylsiyltriflate (TMSOTf) and an amine base, activate dimethylacetals required for Pomeranz-Fritsch cyclization under sufficiently mild conditions to prepare a broad range of 1,2-DHIQ products. We also demonstrate the synthetic value of these DHIQs by further functionalization to either reduced tetrahydroisoquinoline (THIQ) or fully aromatized IQ natural products.

SUBSTITUTED NORINDENOISOQUINOLINES, SYNTHESES THEREOF, AND METHODS OF USE

Described herein are substituted norindenoisoquinoline compounds, and pharmaceutical compositions and formulations comprising the norindenoisoquinoline compounds. Also described herein are methods for using the compounds for the treatment and/or preventio

LiCl-mediated preparation of highly functionalized benzylic zinc chlorides

In the presence of zinc dust (1.5-2.0 equiv) and LiCI(1.5-2.0 equiv), various benzylic chlorides bearing functional groups (iodide, cyanide, ester, ketone) are smoothly converted at 25°C to the corresponding zinc reagents without homo-coupling (≤5%). The utility of these benzylic zinc reagents is demonstrated by a short synthesis of papaverine.