1114552-67-8

Upstream product

• 666856-39-9 (1R,2S,3R,4S)-3-(tert-Butyl-dimethyl-silanyloxy)-1-hydroxy-4-methyl-2-vinyl-cyclopentanecarboxylic acid methyl ester 
• 824-94-2 p-methoxybenzyl chloride 
• 69739-34-0 t-butyldimethylsiyl triflate 
• 1114552-64-5 C₂₃H₃₈O₄Si 
• 1114553-44-4 C₁₅H₃₀O₃Si 
• 1114553-46-6 C₂₉H₅₂O₄Si₂ 

Downstream Products

• 1114553-40-0 C₃₃H₅₈O₆Si₂ 
• 1262324-68-4 C₂₉H₅₀O₄Si₂ 
• 1262324-70-8 C₃₀H₅₂O₄Si₂ 
• 1262324-36-6 C₃₀H₅₃IO₄Si₂ 
• 1262324-71-9 C₃₀H₅₂O₄Si₂ 

Relevant academic research and scientific papers

Total synthesis of natural and non-natural δ 5,6δ12,13-jatrophane diterpenes and their evaluation as MDR modulators

We report the details of the total synthesis of natural and non-natural jatropha-5,12-dienes. The successful tactic for the assembly of the strained trans-bicyclo[10.3.0]pentadecane scaffold employed a B-alkyl Suzuki-Miyaura cross-coupling for the formation of the C5/C6 double bond and a ring-closing metathesis for the construction of the C12/C13 double bond. The key step of the synthesis of the cyclopentane fragment, an uncatalyzed intramolecular carbonyl-ene reaction, was studied computationally by DFT calculations. The members of the ensemble of synthetic natural and non-natural jatrophanes were subsequently examined as modulators for the ABCB1, ABCG2, and ABCC1 efflux proteins, which are associated with multidrug resistance in cancer chemotherapy.

Synthetic studies toward jatrophane diterpenes from Euphorbia characias. enantioselective synthesis of (-)-15-O-Acetyl-3-O-propionyl-17-norcharaciol

The enantioselective synthesis of (+)-17-norcharaciol is described. An uncatalyzed intramolecular carbonyl-ene reaction and a ring-closing metathesis were used as key C/C-connecting transformations to assemble the trans-bicyclo[10.3.0]pentadecane norditerpenoid core. We also report the evolution of our synthetic strategy toward the fully substituted characiol skeleton and the experiences from this venture.