73089-35-7

Upstream product

• 73061-97-9 2-Acetoxyethyl N-(1-Methoxy-2-oxo-4-phenyl-3(E)-butenyl)-N-methylcarbamate 
• 73061-96-8 2-Acetoxyethyl N-(1-methoxy-2-oxo-4-phenyl-3(E)-butenyl)carbamate 
• 73061-95-7 2-Acetoxyethyl N-(1-hydroxy-2-oxo-4-phenyl-3-butenyl)carbamate 
• 73062-01-8 2-Oxoethyl (1-methoxy-2-oxo-4-phenyl-3(E)-butenyl)-N-methylcarbamate 
• 73061-98-0 2-Hydroxyethyl N-(1-Methoxy-2-oxo-4-phenyl-3(E)-butenyl)-N-methylcarbamate 
• 108-24-7 acetic anhydride 
• 73089-34-6 (5SR,6SR)-1-Methyl-3-oxa-5-hydroxy-6-cinnamoyl-6-methoxy-2-piperidinone 

Relevant academic research and scientific papers

Studies of the Cyclic Amidoacetal Carbamate Moiety of the Maytansinoids

A synthesis of cyclic urethane amidoacetals of the type present in the maytansinoid ansa macrolides is reported both to serve as a synthetic model and to explore the chemistry of the hydroxylated intermediates of structures 5 and 6.These compounds are prepared by aldol cyclization of the open-chain amidoacetal aldehyde 4e.Compound 5 is the product of kinetic control, which rearranges to the stable isomeric end products 6 and 7, the latter of which possesses a five-membered urethane ring.The elucidation of structure, stereochemistry, and conformation of these substances is described.The removal of the secondary hydroxyl group of 5 to form 17a is accomplished in three steps.