1355049-92-1

Basic information

• Product Name: 2-ethylbutyl (2S)-2-{[chloro(phenoxy)phosphoryl]amino}propanoate
• Synonyms: 2-ethylbutyl (2S)-2-{[chloro(phenoxy)phosphoryl]amino}propanoate
• CAS NO: 1355049-92-1
• Molecular Weight: 347.779
• Mol File: 1355049-92-1.mol
• Article Data: 9

Chemical Properties

• Boiling Point: 418.1±47.0 °C(Predicted)
• Density: 1.182±0.06 g/cm3(Predicted)
• CAS DataBase Reference: 2-ethylbutyl (2S)-2-{[chloro(phenoxy)phosphoryl]amino}propanoate(CAS DataBase Reference)
• NIST Chemistry Reference: 2-ethylbutyl (2S)-2-{[chloro(phenoxy)phosphoryl]amino}propanoate(1355049-92-1)
• EPA Substance Registry System: 2-ethylbutyl (2S)-2-{[chloro(phenoxy)phosphoryl]amino}propanoate(1355049-92-1)

Safety Data

• Hazardous Substances Data: 1355049-92-1(Hazardous Substances Data)

Upstream product

• 946511-97-3 2-ethylbutyl (S)-2-aminopropanoate hydrochloride 
• 770-12-7 O-phenyl phosphorodichloridate 
• 97-95-0 2-ethyl-1-butanol 
• 946565-74-8 (S)-2-aminopropanoic acid 2-ethylbutyl ester 

Downstream Products

• 946511-61-1 5'-O-[[[(1S)-2-(2-ethylbutoxy)-1-methyl-2-oxoethyl]amino]phenoxyphosphinyl]-2'-C-methylcytidine 
• 1911578-75-0 (2S)-2-ethylbutyl 2-(((R)-(((2R,3S,4R,5R)-5-(4-aminopyrrolo[2,1-f][1,2,4]triazin-7-yl)-5-cyano-3,4-dihydroxytetrahydrofuran-2-yl)methoxy)(phenoxy)phosphoryl)amino)propanoate 
• 1809249-37-3 (2S)-2-ethylbutyl 2-(((S)-(((2R,3S,4R,5R)-5-(4-aminopyrrolo[2,1-f][1,2,4]triazin-7-yl)-5-cyano-3,4-dihydroxytetrahydrofuran-2-yl)methoxy)(phenoxy)phosphoryl)amino)propanoate 
• 1355050-11-1 (2S)-2-ethylbutyl 2-(((((2R,3S,4R,5R)-5-(4-aminopyrrolo[2,1-f][1,2,4]triazin-7-yl)-5-cyano-3,4-dihydroxytetrahydrofuran-2-yl)methoxy)(phenoxy)phosphoryl)amino)propanoate 
• 1911578-98-7 (2S)-2-(((perfluorophenoxy)(phenoxy)phosphoryl)amino)propanoic acid 2-ethylbutyl ester 
• 1911578-98-7 C₂₁H₂₃F₅NO₅P 
• 1439900-56-7 (2S)-2-ethylbutyl 2-(((4-nitrophenoxy)(phenoxy)phosphoryl)amino)propanoate 

Relevant articles and documents

Practical Remdesivir Synthesis through One-Pot Organocatalyzed Asymmetric (S)-P-Phosphoramidation

Remdesivir, an inhibitor of RNA-dependent RNA polymerase developed by Gilead Sciences, has been used for the treatment of COVID-19. The synthesis of remdesivir is, however, challenging, and the overall cost is relatively high. Particularly, the stereoselective assembly of the P-chirogenic center requires recrystallization of a 1:1 isomeric p-nitrophenylphosphoramidate mixture several times to obtain the desired diastereoisomer (39%) for further coupling with the d-ribose-derived 5-alcohol. To address this problem, a variety of chiral bicyclic imidazoles were synthesized as organocatalysts for stereoselective (S)-P-phosphoramidation employing a 1:1 diastereomeric mixture of phosphoramidoyl chloridates as the coupling reagent to avoid a waste of the other diastereomer. Through a systematic study of different catalysts at different temperatures and concentrations, a mixture of the (S)- and (R)-P-phosphoramidates was obtained in 97% yield with a 96.1/3.9 ratio when 20 mol % of the chiral imidazole-cinnamaldehyde-derived carbamate was utilized in the reaction at -20 °C. A 10-g scale one-pot synthesis via a combination of (S)-P-phosphoramidation and protecting group removal followed by one-step recrystallization gave remdesivir in 70% yield and 99.3/0.7 d.r. The organocatalyst was recovered in 83% yield for reuse, and similar results were obtained. This one-pot process offers an excellent opportunity for industrial production of remdesivir.

ISOMORPHS OF REMDESIVIR AND METHODS FOR SYNTHESIS OF SAME

A new isoform of 2-ethylbutyl (2S)-2-[[[(2R,3S,4R,5R)-5-(4-aminopyrrolo[2,1-f][1,2,4]triazin-7-yl)-5-cyano-3/4-dihydroxyoxolan-2-yl]methoxy-phenoxyphosphoryl]amino]propanoate (Remdesivir) having increased water solubility is disclosed, along with methods

Compound containing guanidyl group, and preparation method and application thereof

The invention provides a preparation containing a guanidino compound and used for treating pneumoviridae virus infection, a method, a compound of a formula I, and a method and an intermediate for synthesizing the compound of the formula I.