18028-10-9

Usage

Chemical class

Acetamides

Structure

Complex, containing benzene rings, methoxy groups, and an acetamide functional group

Benzyloxy group

Present in the molecule, influencing its interactions with biological systems

Dimethoxyphenyl group

Present in the molecule, influencing its interactions with biological systems

Potential pharmacological activity

Suggested by its structural features

Potential biological activity

Suggested by its structural features

Subject of interest

For further research and investigation due to its structural features and potential activities

Upstream product

• 5487-33-2 O-benzylhomoisovanillic acid 
• 120-20-7 2-(3,4-dimethoxyphenyl)-ethylamine 
• 621-59-0 isovanillin 
• 100-39-0 benzyl bromide 
• 54313-33-6 2-(3-(benzyloxy)-4-methoxyphenyl)acetyl chloride 

Downstream Products

• 75608-42-3 N-[2-(3,4-dimethoxyphenyl)ethyl]-2-(3-hydroxy-4-methoxyphenyl)acetamide 
• 75608-34-3 [2-(3-Benzyloxy-4-methoxy-phenyl)-ethyl]-[2-(3,4-dimethoxy-phenyl)-ethyl]-amine; hydrochloride 
• 596111-78-3 14-(3-acetoxy-4-methoxyphenyl)-3-acetoxy-2,11,12-trimethoxy-8,9-dihydro-6H-chromeno[4',3':4,5]pyrrolo[2,1-a]isoquinolin-6-one 
• 475232-29-2 3-hydroxy-14-(3-hydroxy-4-methoxyphenyl)-2,11,12-trimethoxy-6H-[1]benzopyrano[4',3':4,5]-pyrrolo[2,1-a]isoquinolin-6-one 
• 189083-79-2 14-(3-hydroxy-4-methoxyphenyl)-3-hydroxy-2,11,12-trimethoxy-8,9-dihydro-6H-chromeno[4',3':4,5]pyrrolo[2,1-a]isoquinolin-6-one 
• 919082-37-4 ethyl 1-(3-benzyloxy-4-methoxyphenyl)-2-(2,4-dibenzyloxy-5-methoxyphenyl)-8,9-dimethoxy-5,6-dihydropyrrolo[2,1-a]isoquinoline-3-carboxylate 
• 919082-49-8 14-(3-acetoxy-4-methoxyphenyl)-3-acetoxy-2,11,12-trimethoxy-6H-chromeno[4',3':4,5]pyrrolo[2,1-a]isoquinolin-6-one 
• 41183-13-5 1-(3-benzyloxy-4-methoxy-benzyl)-6,7-dimethoxy-3,4-dihydro-isoquinoline 

Relevant academic research and scientific papers

Total synthesis of natural and unnatural lamellarins with saturated and unsaturated D-rings

(Chemical Equation Presented) Twenty-eight natural and unnatural lamellarins with either a saturated or an unsaturated D-ring were synthesized according to our developed synthetic route. The key step involved the Michael addition/ring closure (Mi-RC) of the benzyldihydroisoquinoline and α-nitrocinnamate derivatives, which provided the 2-carboethoxypyrrole intermediates in moderate to good yields (up to 78% yield). Subsequent hydrogenolysis/lactonization furnished lamellarins with a saturated D-ring in excellent yields (up to 93% yield). DDQ oxidation of the saturated lamellarin acetates led directly to the corresponding unsaturated analogues in 54-95% yield. In addition, only two steps in our developed strategy require column chromatography.

Oxidative Coupling of Phenols and Phenolic Ethers. Part 4. Synthesis of Dibenzazonines and a Dibenzazecine, via Direct Coupling

Two series of amides, N-phenethylphenylacetamides (9) and the bisphenetylamides (11), including diphenolic monophenolic, and non-phenolic types, were treated with a range of one-electron oxidants.With the tetramethoxy-derivative (11e) intramolecular coupling yielded a dibenzazonine (16) in 36percent yield.Similar oxidation of the homologue (18) gave a dibenzazecine (19) in 60percent yield.