1070894-07-3

Upstream product

• 121-43-7 Trimethyl borate 
• 1070894-11-9 benzyl (6-bromobenzo[d][1,3]dioxol-5-ylmethyl)carbamate 

Downstream Products

• 1070894-13-1 benzyl (6-((3S,4S,5R)-3,4,5-tris(methoxymethoxy)-6-oxocyclohex-1-en-1-yl)benzo[d][1,3]dioxol-5-yl)(methyl)carbamate 
• 1070894-16-4 benzyl (6-((3S,4R)-3,4-bis(tert-butyldimethylsilyloxy)-6-oxocyclohex-1-en-1-yl)benzo[d][1,3]dioxol-5-ylmethyl)carbamate 
• 1070894-22-2 benzyl (6-(3,3-dimethyl-6-oxocyclohex-1-en-1-yl)benzo[d][1,3]dioxol-5-ylmethyl)carbamate 
• 1070894-21-1 benzyl (6-(5-oxocyclopent-1-en-1-yl)benzo[d][1,3]dioxol-5-ylmethyl)carbamate 
• 1070894-09-5 benzyl (6-(6-oxocyclohex-1-en-1-yl)benzo[d][1,3]dioxol-5-ylmethyl)carbamate 

Relevant academic research and scientific papers

A Suzuki cross-coupling and intramolecular aza-Michael addition reaction sequence towards the synthesis of 1,10b-epi-7-deoxypancratistatins and their cytotoxicity studies

The development of an efficient approach to the construction of a phenanthridone is described. The convergent strategy commences with the preparation of Suzuki cross-coupling reaction precursors, arylboronic acid 12 and α-iodo enone 19, from piperonylamine (9) and (-)-D-quinic acid (10), respectively. The coupling of 12 and 19 followed by a key intramolecular aza-Michael addition produced phenanthridone 21 featuring a cis-fused B-C ring junction. The syntheses of compounds 25 and 26, both of which are C-1 and C-10b epimers of the naturally occurring potent antitumor agent 7-deoxypancratistatin (2), from 21 are elaborated in detail in this paper. The cytotoxicities of 25 and 26 were evaluated against three different cancer cell lines. Compound 26 served as a moderate growth inhibitor of THP-1 monocytic cells (GI50 = 14.5 μg/mL). Wiley-VCH Verlag GmbH & Co. KGaA, 2008.