718629-30-2

Upstream product

• 61210-52-4 (trimethylsilyl)ethynylmagnesium bromide 
• 1885-14-9 phenyl chloroformate 
• 718629-29-9 (S)-4-acetoxy-1-[(tert-butyldimethylsilyl)oxy]-2-(quinolin-4-yl)butane 
• 718629-28-8 (S)-4-[(tert-butyldimethylsilyl)oxy]-3-(quinolin-4-yl)butanol 
• 213478-42-3 Acetic acid (S)-3-hydroxy-2-quinolin-4-yl-propyl ester 
• 213478-44-5 (R)-3-(tert-Butyl-dimethyl-silanyloxy)-2-quinolin-4-yl-propan-1-ol 
• 18162-48-6 tert-butyldimethylsilyl chloride 

Downstream Products

• 718629-34-6 phenyl (2S,3S,4R)-4-[(R)-5-[(tert-butyldimethylsilyl)oxy]-1-iodo-pent-1-yn-3-yl]-3,4-epoxy-2-iodoethynyl-3,4-dihydro-2H-quinoline-1-carboxylate 
• 718629-32-4 phenyl (2R)-4-[(R)-5-acetoxy-1,1-dibromopent-1-en-3-yl]-2-trimethylsilylethynyl-1,2-dihydroquinoline-1-carboxylate 
• 718629-31-3 (R)-4-((S)-3-Acetoxy-1-formyl-propyl)-2-trimethylsilanylethynyl-2H-quinoline-1-carboxylic acid phenyl ester 
• 718629-33-5 phenyl (2R)-2-ethynyl-4-[(R)-5-hydroxypent-1-yn-3-yl]-1,2-dihydroquinoline-1-carboxylate 

Relevant academic research and scientific papers

Enzymatically asymmetrised chiral building blocks for the synthesis of complex natural product analogues: The synthesis of dynemicin analogues from 2-(quinolin-4-yl)propane-1, 3-diol

Full details of our synthetic approaches directed towards the enantioselective synthesis of new dynemicin analogues each containing a side-arm (a handle ) incorporating a protected alcohol are reported.

Asymmetric synthesis of a new simplified dynemicin analogue equipped with a handle

The new simplified dynemicin analogue 16 was prepared enantio- and diastereoselectively in 17 steps starting from monoacetate (S) 7. It is equipped with a side arm containing a protected primary alcoholic function ('handle'), which can be used for conjugation with DNA-complexing agents or for devising new types of trigger.