73062-06-3

Upstream product

• 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 
• 73061-95-7 2-Acetoxyethyl N-(1-hydroxy-2-oxo-4-phenyl-3-butenyl)carbamate 
• 73061-96-8 2-Acetoxyethyl N-(1-methoxy-2-oxo-4-phenyl-3(E)-butenyl)carbamate 
• 73061-97-9 2-Acetoxyethyl N-(1-Methoxy-2-oxo-4-phenyl-3(E)-butenyl)-N-methylcarbamate 

Downstream Products

• 73062-11-0 (3aS,6aR)-3a,4-Dimethoxy-3-methyl-4-((E)-styryl)-tetrahydro-furo[3,4-d]oxazol-2-one 
• 73062-20-1 (4RS,5RS)-1-Methyl-3-oxa-5-(1',4-epoxymethylenocinnamyl)-5-methoxy-2-pyrrolidinone 
• 73062-09-6 Toluene-4-sulfonic acid (4S,5R)-4-methoxy-3-methyl-2-oxo-4-[(E)-(3-phenyl-acryloyl)]-oxazolidin-5-ylmethyl ester 
• 73062-07-4 (4RS,5SR)-1-Methyl-3-oxa-4-(acetoxymethyl)-5-cinnamoyl-5-methoxy-2-pyrrolidinone 
• 73069-76-8 (3aS,6aR)-3a-Methoxy-3-methyl-4-((E)-styryl)-4-(tetrahydro-pyran-2-yloxy)-tetrahydro-furo[3,4-d]oxazol-2-one 
• 73062-10-9 (4RS,5SR)-1-Methyl-3-oxa-4-<<(tetrahydropyranyl)oxy>methyl>-5-cinnamoyl-5-methyl-2-pyrrolidinone 

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.