Total synthesis of arylomycin A2, a signal peptidase I (SPase I) inhibitor

A concise total synthesis of arylomycin A2 was accomplished featuring a key intramol. Suzuki-Miyaura reaction for the formation of the 14-membered meta,meta-cyclophane and direct coupling of a fully elaborated peptide side-chain with the macrocyclic core. [on SciFinder (R)]


Published in:
Synlett, 15, 2355-2359
Year:
2008
Keywords:
Note:
CAN 150:6038
34-3
Amino Acids, Peptides, and Proteins
Institute de Chimie des Substances Naturelles,CNRS,Gif-sur-Yvette,Fr.
Journal
0936-5214
written in English.
65979-36-4 (Signal peptidase I) Role: NUU (Other use, unclassified), USES (Uses) (inhibitors of; total synthesis of signal peptidase I inhibitor arylomycin A2 via intramol. Suzuki-Miyaura reaction); 2724-56-3 (Isolauric acid); 15761-38-3; 32462-30-9 (L-4-Hydroxyphenylglycine); 47173-80-8; 67706-14-3; 73183-34-3; 113850-71-8 Role: RCT (Reactant), RACT (Reactant or reagent) (total synthesis of signal peptidase I inhibitor arylomycin A2 via intramol. Suzuki-Miyaura reaction); 69651-48-5P; 193085-38-0P; 872414-47-6P; 1004524-53-1P; 1004524-61-1P; 1086702-96-6P; 1086702-98-8P; 1086703-01-6P; 1086703-03-8P; 1086703-05-0P; 1086703-08-3P; 1086703-10-7P; 1086703-14-1P; 1086703-19-6P; 1086703-22-1P; 1086703-24-3P Role: RCT (Reactant), SPN (Synthetic preparation), PREP (Preparation), RACT (Reactant or reagent) (total synthesis of signal peptidase I inhibitor arylomycin A2 via intramol. Suzuki-Miyaura reaction); 459844-20-3P (Arylomycin A2); 1086703-12-9P Role: SPN (Synthetic preparation), PREP (Preparation) (total synthesis of signal peptidase I inhibitor arylomycin A2 via intramol. Suzuki-Miyaura reaction)
Laboratories:




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


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