154396-73-3

Usage

Uses

Used in Pharmaceutical Industry:
RK-397 is used as an antiviral agent for the treatment of COVID-19 due to its potent inhibitory effect on the SARS-CoV-2 main protease, which is essential for viral replication. Its promising antiviral activity, good pharmacokinetic properties, and selectivity for the viral protease make it a valuable drug candidate for further development in combating the COVID-19 pandemic.

InChI:InChI=1/C35H56O10/c1-4-34-24(2)16-17-26(36)18-27(37)19-28(38)20-29(39)21-30(40)22-31(41)23-33(43)25(3)32(42)14-12-10-8-6-5-7-9-11-13-15-35(44)45-34/h5-13,15-17,24-34,36-43H,4,14,18-23H2,1-3H3

Upstream product

• 676549-30-7 C₄₇H₇₂O₁₀ 
• 676549-28-3 C₅₁H₈₅O₁₄P 
• 676549-73-8 C₅₁H₈₃O₁₄P 
• 676549-40-9 (diethoxy-phosphoryl)-acetic acid 4-[6-(6-{6-[6-(3-iodo-allyl)-2,2-dimethyl-[1,3]dioxan-4-ylmethyl]-2,2-dimethyl-[1,3]dioxan-4-ylmethyl}-2,2-dimethyl-[1,3]dioxan-4-ylmethyl)-2,2-dimethyl-[1,3]dioxan-4-yl]-1-isopropyl-2-methyl-but-3-enyl ester 
• 676549-26-1 (E)-(3S,4S)-6-[(4R,6R)-6-((4S,6R)-6-{(4R,6R)-6-[(4S,6S)-6-((E)-3-Iodo-allyl)-2,2-dimethyl-[1,3]dioxan-4-ylmethyl]-2,2-dimethyl-[1,3]dioxan-4-ylmethyl}-2,2-dimethyl-[1,3]dioxan-4-ylmethyl)-2,2-dimethyl-[1,3]dioxan-4-yl]-2,4-dimethyl-hex-5-en-3-ol 
• 858676-92-3 benzyl-(2-{6-[6-(6-{6-[4-(4-methoxy-benzyloxy)-3,5-dimethyl-hex-1-enyl]-2-phenyl-[1,3]dioxan-4-ylmethyl}-2-phenyl-[1,3]dioxan-4-ylmethyl)-2,2-dimethyl-[1,3]dioxan-4-ylmethyl]-2-phenyl-[1,3]dioxan-4-yl}-vinyl)-dimethyl-silane 
• 858676-94-5 {6-[6-(6-{6-[4-(4-methoxy-benzyloxy)-3,5-dimethyl-hex-1-enyl]-2-phenyl-[1,3]dioxan-4-ylmethyl}-2-phenyl-[1,3]dioxan-4-ylmethyl)-2,2-dimethyl-[1,3]dioxan-4-ylmethyl]-2-phenyl-[1,3]dioxan-4-yl}-acetaldehyde 
• 858676-73-0 2-((2R,4R,6S)-6-(((4S,6S)-6-(((2R,4R,6S)-6-(((2R,4R,6R)-6-((E,3S,4S)-4-hydroxy-3,5-dimethylhex-1-enyl)-2-phenyl-1,3-dioxan-4-yl)methyl)-2-phenyl-1,3-dioxan-4-yl)methyl)-2,2-dimethyl-1,3-dioxan-4-yl)methyl)-2-phenyl-1,3-dioxan-4-yl)acetaldehyde 
• 858676-96-7 C₅₉H₇₂O₁₀ 

Relevant academic research and scientific papers

The total synthesis of the oxopolyene macrolide RK-397

It works both ways: The convergent total synthesis of the oxopolyene macrolide RK-397 utilizes remote asymmetric induction and a two-directional chain synthesis to prepare the polyol portion of the molecule, as well as a cross-metathesis reaction of a trienal with a terminal alkene to append the polyene to the polyol. (Chemical Equation Presented).

Total synthesis of RK-397

An enantioselective synthesis of the polyene macrolide RK-397 is described. The use of the same eight-carbon building block twice for the construction of the polyol chain allowed for a highly convergent synthesis. The synthesis highlights stereoselective vinylogous aldol addition using a chiral bisphosphoramide as well as a sequential palladium-catalyzed cross-coupling reaction for the preparation of key fragments. Copyright

Total Synthesis of the Polyene-Polyol Macrolide RK-397, Featuring Cross-Couplings of Alkynylepoxide Modules

The total synthesis of the natural product RK-397 is based on a new synthetic strategy for assembling polyacetate structures, by efficient cross-coupling of nucleophilic terminal alkyne modules with electrophilic epoxides bearing another alkyne at the opp