201300-96-1

Upstream product

• 90319-52-1 (4R)-phenyl-2-oxazolidinone 
• 563-76-8 α-bromopropionyl bromide 
• 7148-74-5 2-Bromopropionyl chloride 
• 56613-80-0 D-2-phenylglycinol 
• 369624-76-0 (4'R)-2-bromo-3-methyl-1-(2'-oxo-4'-phenyloxazolidin-3'-yl)butan-1-one 

Downstream Products

• 114418-61-0 (3S,4R)-3-<(R)-1-(t-Butyldimethylsilyloxy)ethyl>-4-<(S)-1-((R)-4-phenyl-2-oxazolidone-3-carbonyl)ethyl>-2-azetidinone 
• 114341-85-4 (3S,4R)-3-<(R)-1-(t-Butyldimethylsilyloxy)ethyl>-4-<(R)-1-((R)-4-phenyl-2-oxazolidone-3-carbonyl)ethyl>-2-azetidinone 
• 192864-91-8 (4S)-4-benzyl-3-(2-bromopropanoyl)-1,3-oxazolidin-2-one 
• 160695-26-1 (4R)-3-propionyl-4-phenyl-1,3-oxazolidin-2-one 
• 90319-52-1 (4R)-phenyl-2-oxazolidinone 
• 455913-31-2 3-(2S-methoxycarbonylpropionyl)-4R-phenyl-2-oxazolidinone 
• 455913-33-4 3-(2R-methoxycarbonylpropionyl)-4R-phenyl-2-oxazolidinone 
• 133467-37-5 (4S)-3-[(2S,3S)-3-hydroxy-2-methyl-3-phenylpropanoyl]-4-benzyl-2-oxazolidinone 

Relevant academic research and scientific papers

A practical method for the acylation of 2-imidazolidinone and 2-oxazolidinone chiral auxiliaries with 2-bromoacyl halides

Optimised conditions for the acylation of (S)-4-(1-methyl-ethyl)-oxazolidin-2-one 4, (R)-4-phenyloxazolidin-2-one 5 and 4-(R), (5S)-1,5-dimethyl-4-phenylimidazolidin-2-one 3 with 2-bromoacyl halides were developed. For imidazolidin-2-one 3 the optimum con

Stereoselective dimerization of chiral α-bromoamides promoted by Fe(Co)5

Organic α-bromocarboxylates react with aldehydes and ketones in the presence of Fe(CO)5 (the Reformatsky-type reactions). Unlike them, N-oxazolidinone derivatives of the same acids undergo diastereoselective reductive dimerization to give (2S,3S)-dimers, regardless of the configuration of the α-chiral center in the starting reagent.

Heterocyclic compounds and their production

A compound of the formula: STR1 wherein R1, R2, R3 and R4 are each a hydrogen atom, a lower alkyl group, an ar(lower)alkyl group or an aryl group, or R1 and R2 may be combined together to f

Highly stereocontrolled synthesis of the 1β-methylcarbapenem key intermediate by the Reformatsky reaction of 3-(2-bromopropionyl)-2-oxazolidone derivatives with a 4-acetoxy-2-azetidinone

The key synthetic intermediate (4) of 1β-methylcarbapenems (1~3) was efficiently synthesized by employing highly stereocontrolled Reformatsky reaction (C4-alkylation) of 3-(2-bromopropionyl)-2-oxazolidone derivatives (6) with (3R,4R)-4-acetoxy-3-[(R)-1-(t-butyldimethylsilyloxy)ethyl]-2-azetidino ne (5) in the presence of zinc dust followed by removal of 2-oxazolidone moieties. The best diastereoselectivity (β:α = 95:5) could be realized by uses of sterically crowded achiral 2-oxazolidone derivatives such as 4,4-dimethyl-, 4,4,5,5-tetramethyl, and 4,4-dibutyl-5,5-pentamethylene-2-oxazolidone and higher reaction temperatures (refluxing tetrahydrofran). The remarkable diastereoselectivities observed for the Reformatsky reactions could be explained by means of the weakly chelating transition state models.