220736-25-4

Basic information

• Product Name: CYTOXAZONE
• Synonyms: (-)-Cytoxazone;Cytoxazone
• CAS NO: 220736-25-4
• Molecular Formula: C11H13NO4
• Molecular Weight: 223.227
• Mol File: 220736-25-4.mol
• Article Data: 53

Chemical Properties

• Appearance: /
• CAS DataBase Reference: CYTOXAZONE(CAS DataBase Reference)
• NIST Chemistry Reference: CYTOXAZONE(220736-25-4)
• EPA Substance Registry System: CYTOXAZONE(220736-25-4)

Safety Data

• Hazardous Substances Data: 220736-25-4(Hazardous Substances Data)

Upstream product

• 108-05-4 vinyl acetate 
• 220736-25-4 trans-5-(hydroxymethyl)-4-(4-methoxyphenyl)-1,3-oxazolidin-2-one 
• 32315-10-9 bis(trichloromethyl) carbonate 
• 123-11-5 4-methoxy-benzaldehyde 
• 104-94-9 4-methoxy-aniline 
• 116-09-6 hydroxy-2-propanone 
• 29559-26-0 (p-methoxyphenyl)nitromethane 
• 24056-08-4 N-methoxy-4-methoxylbenzamide 
• 24393-56-4 ethyl (E)-3-(4-methoxyphenyl)prop-2-enoate 
• 22027-50-5 methyl 3-(4-methoxybenzoyl)acetate 
• 220736-25-4 anti-(4RS,5RS)-5-(hydroxymethyl)-4-(4-methoxyphenyl)oxazolidin-2-one 
• 461644-55-3 (4R,5R)-5-benzyloxymethyl-4-(4-methoxyphenyl)oxazolidin-2-one 
• 691410-76-1 methyl (4R,5R)-4-(4-methoxyphenyl)-1,3-oxazolidine-2-one-5-carboxylate 
• 848477-95-2 (2R,3R)-3-(tert-butoxycarbonylamino)-2-hydroxy-N,N-dimethyl-3-(4-methoxyphenyl)propanamide 

Downstream Products

• 1613057-73-0 ((4R,5R)-3-(3-fluoro-4-morpholinophenyl)-4-(4-methoxyphenyl)-2-oxooxazolidin-5-yl)methyl benzoate 
• 1613057-72-9 3-(((4R,5R)-3-(3-fluoro-4-morpholinophenyl)-4-(4-methoxyphenyl)-2-oxooxazolidin-5-yl)methoxy)-3-oxopropyl acrylate 
• 1613057-71-8 (4R,5R)-3-(3-fluoro-4-morpholinophenyl)-5-(hydroxymethyl)-4-(4-methoxyphenyl)oxazolidin-2-one 
• 254761-52-9 (4R,5R)-5-(((tert-butyldimethylsilyl)oxy)methyl)-4-(4-methoxyphenyl)oxazolidin-2-one 

Relevant articles and documents

Short-step and scalable synthesis of (±)-cytoxazone

A five-step and scalable synthesis of racemic cytoxazone, a novel cytokine modulator, was accomplished in a total yield of 51% from p-methoxycinnamyl alcohol without any protective groups. The keystep was the new one-pot azidohydroxylation procedure by th

Chemoenzymatic synthesis of all four cytoxazone stereoisomers

Racemic cytoxazone (±-5) was synthesized starting from easily available glycidic ester (±)-1 by nucleophilic epoxide ring opening, followed by 2-oxazolidinone ring construction and calcium chloride/sodium borohydride reduction of the intermediary ester (±

Stereoselective synthesis of (?)-cytoxazone and its unnatural congener (+)-5-epi-cytoxazone

An interesting protocol for stereoselective synthesis of (?)-cytoxazone and its unnatural stereoisomer (+)-5-epi-cytoxazone from d-4-hydroxyphenylglycine in overall yields of 10% and 16%, respectively, is described. The stereoselective addition of cyanide

Stereoselective synthesis of oxazolidin-2-ones via an asymmetric aldol/curtius reaction: Concise total synthesis of (?)-cytoxazone

Herein, we are reporting an efficient approach toward the synthesis of 4,5-disubstituted oxazolidin-2-one scaffolds. The developed approach is based on a combination of an asymmetric aldol and a modified Curtius protocol, which uses an effective intramolecular ring closure to rapidly access a range of oxazolidin-2-one building blocks. This strategy also permits a straightforward and concise asymmetric total synthesis of (?)-cytoxazone. Consisting of three steps, this is one of the shortest syntheses reported to date. Ultimately, this convenient platform would provide a promising method for the early phases of drug discovery.

New approach for the stereoselective synthesis of (+)-epi-cytoxazone

The stereoselective total synthesis of (+)-epi-cytoxazone was performed satisfactorily in 8 steps, in 17percent overall yield, via a novel route from 2,3-O-(3-pentylidene)-(R)-glyceraldehyde. The bulky group alkene-ketal allowed intramolecular control of