1699-40-7

Upstream product

• 5487-33-2 O-benzylhomoisovanillic acid 
• 22231-61-4 2-[4-(benzyloxy)-3-methoxyphenyl]ethylamine 
• 71146-77-5 2-(3-(benzyloxy)-4-methoxyphenyl)acetamide 
• 1860-54-4 5-(4-benzyloxy-3-methoxy-benzylidene)-2-thioxo-thiazolidin-4-one 
• 6346-05-0 3-benzyloxy-4-methoxybenzaldehyde 
• 121-33-5 vanillin 
• 100-39-0 benzyl bromide 
• 621-59-0 isovanillin 
• 1860-55-5 α-(4-Benzyloxy-3-methoxy-benzyl)-α-oximinoessigsaeure 
• 1700-28-3 β-(4-Benzyloxy-3-methoxy-benzyl)-α-thioxopropionsaeure 
• 35118-12-8 1-(3-benzyloxy-4-methoxy-phenyl)-2-diazo-ethanone 
• 63909-38-6 1-(benzyloxy)-2-methoxy-4-[(E)-2-nitroethenyl]benzene 
• 2426-87-1 3-methoxy-4-(phenylmethoxy)benzaldehyde 
• 1834-14-6 3-(4-benzyloxy-3-methoxy-phenyl)-propionic acid hydrazide 

Downstream Products

• 20323-85-7 7-benzyloxy-1-(3-benzyloxy-4-methoxy-benzyl)-6-methoxy-3,4-dihydro-isoquinoline 
• 189084-05-7 14-(3-hydroxy-4-methoxyphenyl)-3,12-dihydroxy-2,11-dimethoxy-8,9-dihydro-6H-chromeno[4',3':4,5]pyrrolo[2,1-a]isoquinolin-6-one 
• 919082-51-2 14-(3-acetoxy-4-methoxyphenyl)-3,12-diacetoxy-2,11-dimethoxy-6H-chromeno[4',3':4,5]pyrrolo[2,1-a]isoquinolin-6-one 
• 919082-43-2 14-(3-acetoxy-4-methoxyphenyl)-3,12-diacetoxy-2,11-dimethoxy-8,9-dihydro-6H-chromeno[4',3':4,5]pyrrolo[2,1-a]isoquinolin-6-one 
• 919082-40-9 ethyl 1-(3-benzyloxy-4-methoxyphenyl)-2-(2,4-dibenzyloxy-5-methoxyphenyl)-9-benzyloxy-8-methoxy-5,6-dihydropyrrolo[2,1-a]isoquinoline-3-carboxylate 

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.