116754-58-6Relevant articles and documents
A Synthetic Route to the MT1-MMP Inhibitor Ancorinoside D
Petermichl, Markus,Steinert, Christine,Schobert, Rainer
, p. 730 - 738 (2019)
A methyl ester of ancorinoside D, a 3-acyltetramic acid metabolite of a sponge Penares sollasi, was synthesised in ten steps starting from a protected β- d -glucopyranosyl-(1→4)- d -galactopyranosyltrichloroacetimidate donor. Its attachment to the left half of the 3-acyl spacer by a Schmidt glycosylation, 2,2,6,6-tetramethylpiperidine-1-oxyl (TEMPO)-mediated oxidation to the uronic acid, introduction of the Z -alkene via Wittig reaction, and functionalisation of the spacer terminus with Meldrum's acid gave a β-keto ester that reacted with dimethyl N -methyl- d -aspartate under neutral conditions to afford a fully protected ancorinoside D as the product of an unusual domino N -acylation-Dieckmann condensation. Global deprotection left a methyl ester of ancorinoside D, which resisted all saponification attempts.
Method for synthesizing Micromelalopha troglodyta sex pheromone active ingredient
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Paragraph 0050-0052; 0059-0061; 0068-0070, (2020/02/14)
The invention relates to the technical field of insect sex pheromone component synthesis, and provides a novel method for synthesizing Micromelalopha troglodyta sex pheromone active ingredient. According to the novel method, 1, 13-tridecanol is used as an
METABOLICALLY STABLE PRODRUGS
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Paragraph 00119; 00120, (2020/01/24)
Provided are prodrugs of various therapeutic agents that provide enhanced bioavilabilty of the therapeutic agent, and methods of treatment conditions in a subject by administration of the one or prodrugs. As provided herein a prodrug includes a therapeutic agent covalently attached to a cap, the cap having a structure according to formula (I) where: R1 is a branched or linear substituted or unsubstituted C2-C6 alkyl, alkenyl, or alkynl; X is -S(0)2-; R2 is a branched or linear substituted or unsubstituted C4-C20 alkyl, alkenyl, or alkynyl; and R3 is -H, C3-C5 cycloalkyl, C3-C5 cycloheteroalkyl, -C(CH3)3, -CF3, -C(CF3)3, or a substituted or unsubstituted phenyl.