152500-41-9

Upstream product

• 81801-09-4 4-O-benzyl-2,3-O-isopropylidene-D-threose 
• 38197-43-2 2-bromo-3-methylanisole 

Downstream Products

• 84573-33-1 (-)-quinocarcin 
• 152500-43-1 2-<(4S,5R)-5-methoxymethoxymethyl-2,2-dimethyl-1,3-dioxolane-4-carbonyl>-3-methylanisole 
• 159453-40-4 (2S,5R)-2-Benzyloxymethyl-5-((1R,5S,10bR)-1-hydroxymethyl-10-methoxy-3-oxo-1,5,6,10b-tetrahydro-oxazolo[4,3-a]isoquinolin-5-yl)-pyrrolidine-1-carboxylic acid tert-butyl ester 
• 152500-48-6 (1R,3R)-3-<(2R,5S)-4-benzyloxymethyl-1-tert-butoxycarbonylpyrrolidin-2-yl>-1-<(4R,5R)-5-methoxymethoxymethyl-2,2-dimethyl-1,3-dioxolan-4-yl>-8-methoxy-1,2,3,4-tetrahydroisoquinoline 
• 154978-03-7 (1R,3S)-3-((2R,5S)-5-Benzyloxymethyl-1-tert-butoxycarbonyl-pyrrolidin-2-yl)-1-formyl-8-methoxy-3,4-dihydro-1H-isoquinoline-2-carboxylic acid 2,2,2-trichloro-ethyl ester 
• 152500-52-2 (1R,3R)-2,2,2-trichloroethyl 3-<(2R,5S)-5-benzyloxymethyl-1-tert-butoxycarbonylpyrrolidin-2-yl>-1-hydroxymethyl-3,4-dihydro-2(1H)-isoquinolinecarboxylate 
• 152500-46-4 3-<(2R,5S)-5-benzyloxymethyl-1-tert-butoxycarbonylpyrrolidin-2-yl>-1-<(4R,5R)-5-methoxymethoxymethyl-2,2-dimethyl-1,3-dioxolan-4-yl>-8-methoxyisoquinoline 
• 152500-44-2 (4R,5S)-5-benzyloxymethyl-1-tert-butoxycarbonyl-2-<2-<(4S,5R)-5-methoxymethoxymethyl-2,2-dimethyl-1,3-dioxolane-4-carbonyl>-3-methoxyphenyl>acetylpyrrolidine 
• 154978-04-8 (1R,3R)-2,2,2-trichloroethyl 1-acetoxymethyl-3-<(2R,5S)-5-benzyloxymethyl-1-tert-butoxycarbonylpyrrolidin-2-yl>-8-methoxy-3,4-dihydro-2(1H)-isoquinolinecarboxylate 
• 152500-50-0 (1R,3R)-3-<(2R,3R,5S)-5-benzyloxymethyl-1-tert-butoxycarbonyl-3-methoxymethoxymethylpyrrolidin-2-yl>-1-<(4R,5R)-5-methoxymethoxymethyl-2,2-dimethyl-1,3-dioxolan-4-yl>-8-methoxy-1,2,3,4-tetrahydroisoquinoline 
• 152500-47-5 3-<(2R,3R,5S)-5-benzyloxymethyl-1-tert-butoxycarbonyl-3-methoxymethoxymethylpyrrolidin-2-yl>-1-<(4R,5R)-5-methoxymethoxymethyl-2,2-dimethyl-1,3-dioxolane-4-carbonyl>-8-methoxyisoquinoline 
• 152500-53-3 (1R,3R)-2,2,2-trichloroethyl 3-<(2R,3R,5S)-5-benzyloxymethyl-1-tert-butoxycarbonyl-3-methoxymethoxymethylpyrrolidin-2-yl>-1-hydroxymethyl-8-methoxy-3,4-dihydro-2(1H)-isoquinolinecarboxylate 
• 152500-45-3 (2R,3R,5S)-5-benzyloxymethyl-1-tert-butoxycarbonyl-2-<2-<(4S,5R)-5-methoxymethoxymethyl-2,2-dimethyl-1,3-dioxolane-4-carbonyl>acetyl>-3-methoxymethoxymethylpyrrolidine 
• 152500-49-7 (1R,3R)-2,2,2-trichloroethyl 3-<(2R,5S)-5-benzyloxymethyl-1-tert-butoxycarbonylpyrrolidin-2-yl>-1-<(4R,5R)-5-methoxymethoxymethyl-2,2-dimethyl-1,3-dioxolan-4-yl>-8-methoxy-3,4-dihydro-2(1H)-isoquinolinecarboxylate 

Relevant academic research and scientific papers

Synthetic Studies on Quinocarcin and Its Related Compounds. 4. Total Synthesis of Enantiomeric Pairs of Quinocarcin and 10-Decarboxyquinocarcin

The title synthesis was accomplished by featuring (i) aldol coupling of the 3-methylanisole 11 with 5-substituted- or 3,5-disubstituted- 2-formylpyrrolidine 4 or 5, (ii) highly diastereoselective reduction of 1,3-disubstituted isoquinolines 14 and 33 to c

Total Synthesis of (-)-Quinocarcin and (-)-10-Decarboxyquinocarcin

The title total synthesis was accomplished by employing diastereoselective reduction of 1,3-disubstituted isoquinolines as a key step.The cytotoxicity of 10-decarboxyquinocarcin and its 7-cyano congeners were found to be 10-1000 times more potent than tho