149378-56-3

Upstream product

• 200941-21-5 3,10-diisopropoxy-14-(4-isopropoxy-3-methoxyphenyl)-2,11,12-trimethoxy-8,9-dihydro-6H-[1]benzofurano[4',3':4,5]pyrrolo[2,1-a]isoquinolin-6-one 
• 34123-66-5 O-isopropylisovanillin 
• 200941-15-7 2-iodo-5-isopropoxy-4-methoxybenzaldehyde 
• 621-59-0 isovanillin 
• 2538-98-9 4-isopropyloxy-3-methoxybenzaldehyde 
• 200941-14-6 β,β-dibromo-4-isopropoxy-3-methoxystyrene 
• 200941-17-9 Formic acid 5-isopropoxy-2-(4-isopropoxy-3-methoxy-phenylethynyl)-4-methoxy-phenyl ester 
• 200941-19-1 iodoacetic acid 5-isopropoxy-2-(4-isopropoxy-3-methoxy-phenylethynyl)-4-methoxy-phenyl ester 
• 47811-28-9 5-Benzyloxy-1-(4-benzyloxy-3-methoxy-benzyl)-6,7-dimethoxy-3,4-dihydro-isoquinoline 
• 121-33-5 vanillin 
• 2426-87-1 3-methoxy-4-(phenylmethoxy)benzaldehyde 
• 200941-16-8 2-[(4-Isopropoxy-3-methoxy-phenyl)ethynyl]-5-isopropoxy-4-methoxybenzaldehyde 
• 200941-18-0 5-Isopropoxy-2-(4-isopropoxy-3-methoxy-phenylethynyl)-4-methoxy-phenol 
• 363134-20-7 5-isopropoxy-1-(4-isopropoxy-3-methoxy-benzyl)-6,7-dimethoxy-3,4-dihydro-isoquinoline 2-oxide 

Downstream Products

• 187156-56-5 14-(4-acetoxy-3-methoxyphenyl)-3,10-diacetoxy-2,11,12-trimethoxy-6H-chromeno[4',3':4,5]pyrrolo[2,1-a]isoquinolin-6-one 
• 149378-58-5 lamellarin M 
• 149355-78-2 14-(4-acetoxy-3-methoxyphenyl)-3,10-diacetoxy-2,11,12-trimethoxy-8,9-dihydro-6H-chromeno[4',3':4,5]pyrrolo[2,1-a]isoquinolin-6-one 

Relevant academic research and scientific papers

Biomimetic syntheses of lamellarin and lukianol-type alkaloids

The formation of 3,4-diarylpyrrole-2,5-dicarboxylic acids from arylpyruvic acids and 2-arylethylamines was used as a key step for the synthesis of several marine pyrrole alkaloids. The utility of this method is illustrated through the development of synth

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.

ANTITUMORAL ANALOGS OF LAMELLARINS

New lamellarins are provided of the general formula III wherein X is selected from the group consisting of N, O and S; wherein R1, R2, R3, R4, R5, R6, R7, R8 and Rsub

A highly efficient synthesis of lamellarins K and L by the Michael addition/ring-closure reaction of benzyldihydroisoquinoline derivatives with ethoxycarbonyl-β-nitrostyrenes

Alkaloid achievement: Lamellarins, a new class of potential nontoxic inhibitors of HIV-1 integrase that are also responsible for multidrug-resistance reversal in cancer cell lines, could be synthesized in three chemical steps and in 60% overall yields fro

Syntheses of lamellarins I and K by [3+2] cycloaddition of a nitrone to an alkyne

Lamellarins I and K were obtained by a new approach based on the 1,3-dipolar cycloaddition of a nitrone to an alkyne. The key cycloaddition yields an isoxazoline which rearranges to afford the central pyrrole ring.

Convergent total synthesis of lamellarin K

The azomethine ylide derived from dihydroisoquinolinium salt 24 undergoes an intramolecular [3 + 2] cycloaddition reaction to give pyrrole 25 which upon de-isopropylation affords the marine alkaloid lamellarin K 4.