847049-72-3

Upstream product

• 625-31-0 (S)-4-penten-2-ol 
• 100-07-2 4-methoxy-benzoyl chloride 
• 874660-40-9 (R)-2-(4-Methoxy-benzyloxy)-pent-4-enal 
• 142561-89-5 (R)-1-((S)-2,2-dimethyl-1,3-dioxolan-4-yl)but-3-en-1-ol 
• 760181-72-4 (R)-2-(4-methoxybenzyloxy)pent-4-en-1-ol 
• 2746-25-0 p-Methoxybenzyl bromide 

Downstream Products

• 170649-28-2 (3S)-3-<(p-methoxybenzyl)-oxy>-butanal 
• 1395502-34-7 C₁₅H₂₀O₄ 
• 1395502-75-6 C₂₆H₅₀O₅Si₂ 
• 1395502-76-7 C₂₆H₄₈O₅Si₂ 
• 1395502-35-8 C₃₁H₅₆O₆Si₂ 
• 1395502-77-8 C₂₉H₅₄O₅Si₂ 
• 625-31-0 (S)-4-penten-2-ol 
• 1214270-92-4 (1E,4S)-4-[(4-methoxybenzyl)oxy]-pent-1-en-1-yl phenyl sulfone 
• 847049-75-6 (4S)-4-hydroxy-4-[(tert-butyldiphenylsilyl)oxy]-4-{(1R,2S)-2-[(1E,6S)-6-[(4-methoxybenzyl)oxy]hept-1-enyl]cyclopentyl}but-2-ynyl acetate 
• 847049-78-9 (2E,4R)-4-[(tert-butyldiphenylsilyl)oxy]-4-{(1R,2S)-2-[(1E,6S)-6-[(4-methoxybenzyl)oxy]hept-1-enyl]cyclopentyl}but-2-enoic acid 
• 847049-74-5 (4S)-4-hydroxy-4-{(1R,2S)-2-[(1E,6S)-6-[(4-methoxybenzyl)oxy]hept-1-enyl]cyclopentyl}but-2-ynyl acetate 
• 847049-69-8 methyl (1R,2S)-2-{(1E,6S)-6-[(4-methoxybenzyl)oxy]hept-1-enyl}cyclopentanecarboxylate 
• 847049-73-4 (1R,2S)-2-{(1E,6S)-6-[(4-methoxybenzyl)oxy]hept-1-enyl}cyclopentanecarbaldehyde 
• 73899-78-2 (+)-brefeldin C 

Relevant academic research and scientific papers

A Short Synthesis of (+)-Brefeldin C through Enantioselective Radical Hydroalkynylation

A very concise total synthesis of (+)-brefeldin C starting from 2-furanylcyclopentene is described. This approach is based on an unprecedented enantioselective radical hydroalkynylation process to introduce the two cyclopentane stereocenters in a single step. The use of a furan substituent allows a high trans diastereoselectivity to be achieved during the radical process and it contains the four carbon atoms C1–C4 of the natural product in an oxidation state closely related to the one of the target molecule. The eight-step synthesis requires six product purifications and it provides (+)-brefeldin C in 18 % overall yield.

Total synthesis of (–)-cephalosporolide D

In this communication, a concise and efficient synthetic route for the synthesis of (–)-Cephalosporolide D in enantioselective way has been described. In this synthesis, Mitsunobu esterification and Ring Closing Metathesis (RCM) for macrocyclic ring formation have been applied as key steps.

Synthesis and structure of two new mycolactones isolated from M. ulcerans subsp. shinshuense

Two new mycolactones, mycolactones S1 and S2, were isolated from culture agar of Mycobacterium ulcerans subsp. shinshuense. Their structures were established in a three-step procedure: (1) probable structures were speculated from MS analysis; (2) candidates were synthesized; (3) HPLC profiles were established for identification of the natural products. Newly isolated mycolactones correspond to the oxidized forms of mycolactone A/B, the causative toxin of Buruli ulcer, isolated from Mycobacterium ulcerans.