945258-80-0

Upstream product

• 886437-84-9 (7-bromo-4-methyl-benzo[1,3]dioxol-5-yloxy)-tert-butyl-diphenyl-silane 
• 886438-05-7 7-[2-benzyloxy-1-(2,2-dimethoxy-ethylamino)-ethyl]-4-methyl-benzo[1,3]dioxol-5-ol 
• 1052707-85-3 C₄₄H₄₁Cl₃N₂O₉ 
• 886437-95-2 C₄₇H₅₁Cl₃N₂O₉Si 
• 351379-48-1 5-bromo-3,4-dihydroxy-2-methylbenzaldehyde 
• 886437-81-6 {2-(5-allyloxy-9-benzyloxymethyl-6-hydroxy-4-methyl-6,9-dihydro-7H-[1,3]dioxolo[4,5-h]isoquinolin-8-yl)-1-[3-benzyloxy-4-methoxy-2-(4-methoxy-benzyloxymethyl)-5-methyl-benzyl]-2-oxo-ethyl}-methyl-carbamic acid tert-butyl ester 
• 886438-06-8 [2-(5-allyloxy-9-benzyloxymethyl-6-hydroxy-4-methyl-6,9-dihydro-7H-[1,3]dioxolo[4,5-h]isoquinolin-8-yl)-1-(3-benzyloxy-2-hydroxymethyl-4-methoxy-5-methyl-benzyl)-2-oxo-ethyl]-methyl-carbamic acid tert-butyl ester 
• 886438-07-9 [2-(5-allyloxy-9-benzyloxymethyl-4-methyl-9H-[1,3]dioxolo[4,5-h]isoquinolin-8-yl)-1-(3-benzyloxy-2-hydroxymethyl-4-methoxy-5-methyl-benzyl)-2-oxo-ethyl]-methyl-carbamic acid tert-butyl ester 
• 886438-09-1 C₄₅H₅₂N₂O₇Si 
• 886437-82-7 [1-(3-benzyloxy-2-formyl-4-methoxy-5-methyl-benzyl)-2-(9-benzyloxymethyl-5-hydroxy-4-methyl-9H-[1,3]dioxolo[4,5-h]isoquinolin-8-yl)-2-oxo-ethyl]-methyl-carbamic acid tert-butyl ester 
• 886437-83-8 C₃₉H₃₈N₂O₇ 
• 886438-04-6 2-benzyloxy-1-[6-(tert-butyl-diphenyl-silanyloxy)-7-methyl-benzo[1,3]dioxol-4-yl]-ethylamine 
• 886437-85-0 2-benzyloxy-1-[6-(tert-butyl-diphenyl-silanyloxy)-7-methyl-benzo[1,3]dioxol-4-yl]-ethanone 
• 886437-89-4 5-allyloxy-9-benzyloxymethyl-4-methyl-6,7,8,9-tetrahydro-[1,3]dioxolo[4,5-h]isoquinolin-6-ol 

Downstream Products

• 886437-96-3 C₄₃H₄₁Cl₃N₂O₁₀ 
• 945258-82-2 C₄₃H₄₁Cl₃N₂O₁₁ 
• 886437-97-4 C₄₃H₄₃Cl₃N₂O₁₁ 

Relevant academic research and scientific papers

Synthetic studies on Et-743. Assembly of the pentacyclic core and a formal total synthesis

(Chemical Equation Presented) A formal total synthesis of the potent anticancer agent Et-743 is described. The tetrahydroisoquinoline core is stereoselectively constructed using a novel radical cyclization of a glyoxalimine. Further elaboration of this core rapidly accessed the pentacyclic core of Et-743, but a mixture of regiosisomers was obtained in the key Pictet-Spengler ring closure. A known advanced intermediate in the synthesis of Et-743 was intercepted, constituting a formal synthesis of the molecule.

THE TOTAL SYNTHESIS OF ECTEINASCIDIN 743 AND DERIVATIVES THEREOF

This invention provides a method of synthesizing ecteinascidin 743 and derivatives. This invention also provides intermediate compounds and methods of treating tumors.

Stereospecific formal total synthesis of ecteinascidin 743

(Chemical Equation Presented) A new strategy was designed for the construction of the pentacyclic ring system of ecteinascidin 743. Key features include highly concise routes to the enantiopure, configurationally matched subunit 1, a novel vinylogous Pict