375826-95-2

Upstream product

• 6638-79-5 N,O-dimethylhydroxylamine*hydrochloride 
• 375826-94-1 (E)-(3R,6S,7S)-7-Benzyloxy-3-hydroxy-1-((S)-4-isopropyl-2-thioxo-thiazolidin-3-yl)-6,8-dimethyl-non-4-en-1-one 
• 375826-92-9 methyl (2E,4S,5S)-5-(benzyloxy)-4,6-dimethylhept-2-enoate 
• 475160-63-5 (E)-(4S,5S)-5-Benzyloxy-4,6-dimethyl-hept-2-en-1-ol 
• 375826-93-0 (E)-(4S,5S)-5-Benzyloxy-4,6-dimethyl-hept-2-enal 
• 375826-91-8 (2S,3S)-3-Benzyloxy-2,4-dimethyl-pentan-1-ol 
• 233681-54-4 (2R,3S)-3-benzyloxy-2,4-dimethylpentanal 
• 1125-88-8 benzaldehyde dimethyl acetal 

Downstream Products

• 375826-87-2 (R)-6-((E)-(3S,4S)-4-Benzyloxy-3,5-dimethyl-hex-1-enyl)-2,2-dimethyl-[1,3]dioxane-4-carbonitrile 

Relevant academic research and scientific papers

Total synthesis of the polyene macrolide dermostatin A

Herein we provide full details of studies which culminated in the first total synthesis of the polyene macrolide dermostatin A, confirming our earlier stereochemical assignment. A highly convergent synthesis was developed, featuring the cyanohydrin acetonide method for polyol construction and a Stille approach to polyene introduction. The strategies and tactics developed en route should be of value for the preparation of other members of the polyene macrolide class, as well as analogs of the dermostatins.

Total synthesis of dermostatin A

An oxo-hexaene macrolide antibiotic, dermostatin A (see picture) has been synthesized. Key features of the synthesis include the application of cyanohydrin acetonide couplings for the synthesis of the polyol portion, and the convergent introduction of the