62672-58-6

Upstream product

• 162136-06-3 (2-iodo-3-methoxyphenyl)methanol 
• 6971-51-3 3-methoxybenzyl alcohol 
• 100-83-4 meta-hydroxybenzaldehyde 
• 70738-03-3 2-iodo-3-methoxybenzaldehyde 

Downstream Products

• 303-38-8 2,3-Dihydroxybenzoic acid 
• 75821-44-2 3-hydroxy-2-iodobenzoic acid 
• 704892-59-1 4,6-dibromo-3-hydroxy-2-iodo-benzaldehyde 
• 1004761-02-7 3,3'-{[(2R,3R)-1,4-bis(benzyloxy)butane-2,3-diyl]bis(oxy)}bis(2-iodobenzaldehyde) 
• 1352212-87-3 (2S,4S)-1-(3-(allyloxy)-2-iodobenzyl)-4-(tert-butyldimethylsilyloxy)-N-methyl-N-phenyl-pyrrolidine-2-carboxamide 
• 1352212-89-5 (2S,10S,10aS)-9-allyloxy-10-benzoyloxy-2-hydroxy-1,2,3,5,10,10a-hexahydropyrrolo[1,2-b]isoquinoline 
• 1352212-94-2 (2S,10S,10aS)-9-allyloxy-10-benzoyloxy-1,2,3,5,10,10a-hexahydropyrrolo[1,2-b]isoquinolin-2-yl (2'R,3'S)-3'-benzoylamino-2'-hydroxy-3'-(2-(allyloxy)phenyl)-propanoate 
• 1352212-93-1 (2S,10S,10aS)-9-allyloxy-10-benzoyloxy-1,2,3,5,10,10a-hexahydropyrrolo[1,2-b]isoquinolin-2-yl (2'R,3'S)-3'-benzoylamino-2'-hydroxy-3'-(2-(but-3-enyloxy)phenyl)-propanoate 
• 1352212-95-3 (2S,10S,10aS)-9-allyloxy-10-benzoyloxy-1,2,3,5,10,10a-hexahydropyrrolo[1,2-b]isoquinolin-2-yl (2'R,3'S)-3'-benzoylamino-2'-hydroxy-3'-(2-allylphenyl)-propanoate 
• 1352212-96-4 (2S,10S,10aS)-9-allyloxy-10-hydroxy-1,2,3,5,10,10a-hexahydropyrrolo[1,2-b]isoquinolin-2-yl (2'R,3'S)-3'-benzoylamino-2'-triisopropylsilyloxy-3'-(2-(but-3-enyloxy)phenyl)-propanoate 
• 1352212-97-5 (2S,10S,10aS)-9-allyloxy-10-hydroxy-1,2,3,5,10,10a-hexahydropyrrolo[1,2-b]isoquinolin-2-yl (2'R,3'S)-3'-benzoylamino-2'-triisopropylsilyloxy-3'-(2-(allyloxy)phenyl)-propanoate 
• 1352212-84-0 3-(allyloxy)-2-iodobenzaldehyde 

Relevant academic research and scientific papers

Scalable Biomimetic Syntheses of Paeciloketal B, 1- epi-Paeciloketal B, and Bysspectin A

The first total synthesis of the benzannulated 5,5-spiroketal natural products paeciloketal B and 1-epi-paeciloketal B has been achieved in 10 linear steps employing a biomimetic spiroketalization. This approach also furnished the related natural product

Design and synthesis of simplified taxol analogs based on the T-Taxol bioactive conformation

A series of compounds designed to adopt a conformation similar to the tubulin-binding T-Taxol conformation of the anticancer drug paclitaxel has been synthesized. Both the internally bridged analogs 37-39, 41 and the open-chain analogs 27-29 and 43 were prepared. The bridged analogs 37-39 and 41 were synthesized by Grubbs' metatheses of compounds 30-32 and 33, which, in turn, were prepared by coupling β-lactams 24-26 with alcohols 22 and 23. Both the bridged and the open-chain analogs showed moderate to good cytotoxicity.

In vitro photodynamic activity of 5,15-bis(3-Hydroxyphenyl)porphyrin and its halogenated derivatives against cancer cells

5,15-Diarylporphyrins (1-5) with hydroxyl groups and halogens as substituents were prepared by condensation between unsubstituted dipyrromethane and halogenated m-hydroxybenzaldehydes. Photophysical properties show that the nonhalogenated porphyrin 1 has higher fluorescence yield but lower singlet oxygen formation quantum yield than the halogenated derivatives due to the heavy atom effect. The in vitro activity of these derivatives was tested against WiDr colorectal adenocarcinoma and A375 melanoma cancer cells. All porphyrins present a much higher phototoxicity than Photofrin with IC 50 values lower than the 50 nm level for WiDr cells and 25 nm level for A375 cancer cells. The most photoactive compound is the nonhalogenated porphyrin 1 which also presents the highest uptake. Halogenated derivatives present much lower uptakes than 1. However, their photoactivity is similar to compound 1 showing that their intrinsic photoactivity (ISP) is very high. Iodinated compound 4 presents the highest ISP. The greater ability of these porphyrins to destroy cancer cells could be related to their photophysical and photochemical properties.

From central to axial to central chirality: Enantioselective construction of the trans-4,5,9,10-tetrahydroxy-9,10-dihydrophenanthrene system

Enantioselective synthesis of the core trans-4,5,9,10-tetrahydroxy-9,10- dihydrophenanthrene parent system of the antibiotics benanimicin, pradimicin and FD 594 has been accomplished. The synthesis employs a chiral tether approach and makes use of efficient central to axial to central chirality transfer. Key to success was an "imine-directed" atropdiastereoselective Ullmann coupling under mild reaction conditions. Wiley-VCH Verlag GmbH & Co. KGaA, 2007.