350792-40-4

Upstream product

• 120-80-9 benzene-1,2-diol 
• 4812-20-8 2-Isopropoxyphenol 

Downstream Products

• 1572455-41-4 C₁₁H₁₅BrO₃ 
• 1572455-57-2 C₂₅H₂₈O₇ 
• 1572455-52-7 C₂₅H₃₀O₆ 
• 1572455-51-6 C₂₅H₃₂O₇ 
• 1572455-45-8 C₁₁H₁₇BO₅ 
• 1415244-32-4 (2-tert-butoxy-3-iso-propoxyphenyl)diphenylphosphine 
• 1369937-63-2 1-bromo-2-tert-butoxy-3-iso-propoxybenzene 
• 1204299-41-1 1-bromo-3-isopropoxy-2-methoxybenzene 

Relevant academic research and scientific papers

Chemoenzymatic total syntheses of ribisins A, B, and D, polyoxygenated benzofuran derivatives displaying NGF-potentiating properties

Total syntheses of the structures, 1, 2, and 4, assigned to the biologically active natural products ribisins A, B, and D, respectively, have been achieved using the microbially derived and enantiomerically pure cis-1,2-dihydrocatechol 5 as starting material. Key steps include Suzuki-Miyaura cross-coupling, intramolecular Mitsunobu, and tandem epoxidation/rearrangement reactions. As a result of these studies, the structures of ribisins A and D have been confirmed while that of congener B was shown to be represented by 31 rather than 2.

Development of natural product-derived receptor tyrosine kinase inhibitors based on conservation of protein domain fold

Receptor tyrosine kinases (RTKs) such as Tie-2, IGF1R, Her-2/Neu, EGFR, and VEGFR1-3 play crucial roles in the control of cell growth and differentiation. Inhibition of such RTKs has become a major focus of current anticancer drug development, and therefore the discovery of new classes of inhibitors for these signal-transducing proteins is of prime importance. We have recently proposed a novel concept for improving the hit-finding process by employing natural products as biologically validated starting points in structural space for compound library development. In this concept, natural products are regarded as evolutionary chosen ligands for protein domains which are structurally conserved yet genetically mobile. Here we report on the discovery of novel and highly selective VEGFR-2 and -3, Tie-2, and IGF1R inhibitors derived from the naturally occurring Her-2/Neu kinase inhibitor nakijiquinone C and developed on the basis of this concept. Based on the structure of the natural product, a small library (74 members) was synthesized and investigated for inhibition of kinases with highly similar ATP-binding domains. The library yielded inhibitors with IC50s in the low micromolar range with high frequency (7 out of 74). In particular, four inhibitors of Tie-2 were found, a kinase critically involved in the formation of new blood vessels from preexisting ones (angiogenesis) and believed to be a new promising target in antitumor therapy. These results support the "domain concept". To advance the development of improved inhibitors, extensive molecular modeling studies were undertaken, including the construction of new homology models for VEGFR-2 and Tie-2. These studies revealed residues in the kinase structure which are crucial to the development of tailor-made receptor tyrosine kinase inhibitors.

An efficient preparation of 6-alkoxy-substituted benzocyclobutenones

A short, efficient route to 3-alkoxybenzynes has been developed, starting from readily available compounds. This has enabled rapid access to 6-alkoxybenzocyclobutenones, which are valuable synthetic intermediates.