Studies on the Total Synthesis of RP 66453: Synthesis of Fully Functionalized 15-Membered Biaryl-Containing Macrocycle

Palladium-catalyzed Suzuki cross-coupling, Corey's enantioselective alkylation of glycine template, and macrolactamization are key steps in an efficient synthesis of the 15-membered macrocycle I, the A-B biaryl macrocyclic component of RP-66453 (II). Unfortunately, the cyclization of I by various methods (varying the base, the solvent and the temp.) did not provide the desired macrocycle II. [on SciFinder (R)]


Published in:
Organic Letters, 3, 13, 2061-2064
Year:
2001
Keywords:
Note:
CAN 135:137701
34-3
Amino Acids, Peptides, and Proteins
Institut de Chimie des Substances Naturelles,CNRS,Gif-sur-Yvette,Fr.
Journal
1523-7060
written in English.
219601-70-4 Role: CAT (Catalyst use), USES (Uses) (total synthesis of the fully functionalized biaryl, macrocyclic component of RP-66453); 174698-43-2P Role: PNU (Preparation, unclassified), PREP (Preparation) (total synthesis of the fully functionalized biaryl, macrocyclic component of RP-66453); 75-26-3 (Isopropyl bromide); 121-33-5 (Vanillin); 3160-59-6; 81477-94-3; 113850-71-8; 178744-39-3 Role: RCT (Reactant), RACT (Reactant or reagent) (total synthesis of the fully functionalized biaryl, macrocyclic component of RP-66453); 2973-76-4P; 16414-34-9P; 351442-23-4P; 351442-24-5P; 351442-25-6P; 351442-26-7P; 351442-28-9P; 351442-30-3P; 351442-31-4P; 351442-33-6P; 351442-34-7P; 351442-36-9P; 351442-38-1P; 351442-40-5P; 351442-43-8P Role: RCT (Reactant), SPN (Synthetic preparation), PREP (Preparation), RACT (Reactant or reagent) (total synthesis of the fully functionalized biaryl, macrocyclic component of RP-66453); 351442-21-2P Role: SPN (Synthetic preparation), PREP (Preparation) (total synthesis of the fully functionalized biaryl, macrocyclic component of RP-66453)
Laboratories:




 Record created 2010-11-25, last modified 2018-03-17


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