345295-26-3

Upstream product

• 63525-48-4 2,5-dibromoterephthalaldehyde 
• 345222-81-3 1,4-dibromo-2-(2,2-dibromovinyl)-5-[1,3]dioxolan-2-ylbenzene 
• 446265-57-2 1,4-dibromo-2-[(Z)-2-bromovinyl]-5-[1,3]dioxolan-2-ylbenzene 
• 345222-89-1 2,5-dibromo-4-[1,3]dioxolan-2-ylbenzaldehyde 
• 150252-11-2 tert-butyl (1S,3aS,7aS)-7a-methyl-2,3,3a,6,7,7a-hexahydro-1H-inden-1-yl ether 
• 345222-83-5 (-)-(1S,3aS,4S,7aS)-1-tert-butoxy-4-{(Z)-2-[2,5-dibromo-4-([1,3]dioxolan-2-yl)phenyl]vinyl}-7a-methyl-2,3,3a,4,7,7a-hexahydro-1H-indene 

Downstream Products

• 345295-27-4 (-)-(1S,3aS,4S,7aS)-1-tert-butoxy-4-{(Z)-2-[2,5-dibromo-4-(2,2-dibromovinyl)phenyl]vinyl}-7a-methyl-2,3,3a,4,7,7a-hexahydro-1H-indene 
• 345222-84-6 (-)-(1S,3aS,4S,7aS)-1-tert-butoxy-4-{(Z)-2-[2,5-dibromo-4-((Z)-2-bromovinyl)phenyl]vinyl}-7a-methyl-2,3,3a,4,7,7a-hexahydro-1H-indene 

Relevant academic research and scientific papers

Stereoselective synthesis of structurally simplified cephalostatin analogues by multiple heck reactions and their biological evaluation

The stereoselective synthesis of structurally simplified heptacyclic cephalostatin analogues 2, 3, 18-21, 31, 32 and 33 by multiple Heck reactions is described. The key step of the synthesis is a selective Heck reaction of hydrindene 7 with 12 and 25, respectively at the vinyl bromide moiety followed by the introduction of a second molecule of 7 and a twofold intramolecular Heck reaction. The obtained bissteroidal heptacyclic compounds 2 and 3, in which the central octahydrophenazine moiety of 1 is replaced by a benzene ring, contain an unusual cis-annulation of the two newly generated rings. The cytotoxicity of some of the derivatives was determined on human lung cancer cell line A 549 in HTFCA tests (Human tumor colony forming ability). They show a rather high activity with an ED50 in the micro molar range.

Selective synthesis of bissteroidal compounds by multifold Heck reactions

Multifold Heck reactions of a hexahydro-1H-indene and a dibromoterephthalaldehyde derivative are used for the synthesis of bissteroidal compounds with a common ring A as simplified analogs of cephalostatins.