15877-57-3Relevant articles and documents
Mutual influence of backbone proline substitution and lipophilic tail character on the biological activity of simplified analogues of caspofungin
Mulder, Monique P. C.,Fodran, Peter,Kemmink, Johan,Breukink, Eefjan J.,Kruijtzer, John A. W.,Minnaard, Adriaan J.,Liskamp, Rob M. J.
, p. 7491 - 7502 (2012)
The echinocandins represent the most recent class of antifungal drugs. Previous structure-activity relationship studies on these lipopeptides have relied mainly upon semisynthetic derivatives due to their complex chemical structures. A successful strategy for the rapid enantioselective synthesis of the branched fatty acid chain of caspofungin and analogues was developed to synthesize several simplified analogues of caspofungin. The specific minimum inhibitory activity of each mimic was determined against a panel of Candida strains. This approach gave access to new fully synthetic derived caspofungin mimics with high and selective antifungal activities against Candida strains. In addition, the data suggested an important role of the hydroxy proline residue in the bioactive conformation of the macrocyclic peptide ring structure.
PROCESS FOR THE ALKOXYCARBONYLATION OF ETHERS
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Paragraph 0111, (2018/02/28)
The invention relates to a process comprising the following process steps: a) introducing an ether having 3 to 30 carbon atoms; b) adding a phosphine ligand and a compound which comprises Pd, or adding a complex comprising Pd and a phosphine ligand; c) adding an alcohol; d) supplying CO; e) heating the reaction mixture, the ether being reacted for form an ester; where the phosphine ligand is a compound of formula (I) where m and n are each independently 0 or 1; R1, R2, R3, R4 are each independently selected from —(C1-C12)-alkyl, —(C3-C12)-cycloalkyl, —(C3-C12)-heterocycloalkyl, —(C6-C20)-aryl, —(C3-C20)-heteroaryl; at least one of the R1, R2, R3, R4 radicals is a —(C3-C20)-heteroaryl radical; and R1, R2, R3, R4, if they are —(C1-C12)-alkyl, —(C3-C12)-cycloalkyl, —(C3-C12)-heterocycloalkyl, —(C6-C20)-aryl or —(C3-C20)-heteroaryl, may each independently be substituted by one or more substituents selected from —(C1-C12)-alkyl, —(C3-C12)-cycloalkyl, —(C3-C12)-heterocycloalkyl, —O—(C1-C12)-alkyl, —O—(C1-C12)-alkyl-(C6-C20)-aryl, —O—(C3-C12)-cycloalkyl, —S—(C1-C12)-alkyl, —S—(C3-C12)-cycloalkyl, —COO—(C1-C12)-alkyl, —COO—(C3-C12)-cycloalkyl, —CONH—(C1-C12)-alkyl, —CONH—(C3-C12)-cycloalkyl, —CO—(C1-C12)-alkyl, —CO—(C3-C12)-cycloalkyl, —N—[(C1-C12)-alkyl]2, —(C6-C20)-aryl, —(C6-C20)-aryl-(C1-C12)-alkyl, —(C6-C20)-aryl-O—(C1-C12)-alkyl, —(C3-C20)-heteroaryl, —(C3-C20)-heteroaryl-(C1-C12)-alkyl, —(C3-C20)-heteroaryl-O—(C1-C12)-alkyl, —COOH, —OH, —SO3H, —NH2, halogen.
An amphiphilic pillar[5]arene as efficient and substrate-selective phase-transfer catalyst
Ogoshi, Tomoki,Ueshima, Naosuke,Yamagishi, Tada-Aki
supporting information, p. 3742 - 3745 (2013/08/23)
An amphiphilic macrocyclic compound consisting of 10 tetra-alkyl phosphonium bromide groups and a pillar[5]arene core was prepared. This compound was soluble in both aqueous and organic media and acted as a highly efficient and substrate-selective phase-transfer catalyst. In particular, oxidation of the linear alkene1-hexene to 1-pentanal by KMnO4 was >99%, whereas that of the branched alkene 4-methyl-1-hexene was only 31%, under ideal conditions.
