1307803-26-4

Upstream product

• 127015-48-9 3-(tert-butyldimethylsilyloxy)-5-phenylpent-4-enoic acid ethyl ester 
• 95728-97-5 (E)-ethyl 3-hydroxy-5-phenylpent-4-enoate 
• 18162-48-6 tert-butyldimethylsilyl chloride 
• 14371-10-9 (E)-3-phenylpropenal 

Downstream Products

• 1308655-89-1 turnagainolide A 
• 1308655-90-4 turnagainolide B 
• 1307803-23-1 C₃₁H₄₈N₄O₇ 
• 1307803-36-6 C₃₀H₄₆N₄O₇ 
• 500-64-1 kawain 
• 62378-62-5 4-hydroxy-6-[(E)-2-phenylethenyl]-5,6-dihydro-2H-pyran-2-one 

Relevant academic research and scientific papers

Turnagainolides A and B, cyclic depsipeptides produced in culture by a Bacillus sp.: Isolation, structure elucidation, and synthesis

Two new cyclic depsipeptides, turnagainolides A (1) and B (2), have been isolated from laboratory cultures of a marine isolate of Bacillus sp. The structures of 1 and 2, which are simply epimers at the site of macrolactonization, were elucidated by analysis of NMR data and chemical degradation. A total synthesis of the turnagainolides confirmed their structures. Turnagainolide B (2) showed activity in a SHIP1 activation assay. (Chemical Equation Presented).

Biomimetic iterative method for polyketide synthesis

An iterative method for synthesizing polyketides was demonstrated, in which the chain elongation of a carboxylic acid was performed by decarboxylative dehydration condensation with a malonic acid half thioester. After transforming the resulting β-ketothioester into an appropriate form, the carboxylic acid functionality was regenerated for the next elongation step.