104057-65-0

Basic information

• Product Name: (2R,4S)-3-benzoyl-2-(tert-butyl)-4-methyl-1,3-oxazolidin-5-one
• Synonyms: (2R,4S)-3-benzoyl-2-(tert-butyl)-4-methyl-1,3-oxazolidin-5-one
• CAS NO: 104057-65-0
• Molecular Weight: 261.321
• Mol File: 104057-65-0.mol
• Article Data: 5

Chemical Properties

• CAS DataBase Reference: (2R,4S)-3-benzoyl-2-(tert-butyl)-4-methyl-1,3-oxazolidin-5-one(CAS DataBase Reference)
• NIST Chemistry Reference: (2R,4S)-3-benzoyl-2-(tert-butyl)-4-methyl-1,3-oxazolidin-5-one(104057-65-0)
• EPA Substance Registry System: (2R,4S)-3-benzoyl-2-(tert-butyl)-4-methyl-1,3-oxazolidin-5-one(104057-65-0)

Safety Data

• Hazardous Substances Data: 104057-65-0(Hazardous Substances Data)

Upstream product

• 119215-54-2 (2R,4S)-3-Benzoyl-2-(tert-butyl)-5-oxooxazolidin-4-carbonsaeure 
• 119215-53-1 (2R,4S)-3-Benzoyl-2-(tert-butyl)-4-(hydroxymethyl)oxazolidin-5-on 
• 116139-77-6 rac-3-Benzoyl-2-(t-butyl)-1,3-oxazolidin-5-on 
• 104057-63-8 Sodium; (S)-2-[2,2-dimethyl-prop-(E)-ylideneamino]-propionate 
• 98-88-4 benzoyl chloride 
• 119323-01-2 (+)-(2R)-3-Benzoyl-2-(tert-butyl)oxazolidin-5-on 
• 74-88-4 methyl iodide 
• 56-41-7 L-alanin 
• 630-19-3 pivalaldehyde 

Downstream Products

• 1202165-48-7 (2R,4S)-N-benzoyl-2-tert-butyl-4-(methyl-d3)-4-methyloxazolidin-5-one 
• 116139-87-8 (S)-N²-benzoyl-2-methyltryptophan-methylester 
• 116139-85-6 (2R,5S)-3-benzoyl-2-(tert-butyl)-4-(<1-(tert-butyloxycarbonyl)-1H-indol-3-yl>methyl)-4-methyl-5-oxazolidinon 
• 160281-26-5 N-Benzoyl-(S)-α-(2-propenyl)-α-alanine 
• 147092-28-2 (2R)-N-Benzoyl-2-(tert-butyl)-4-methylidene-1,3-oxazolidin-5-one 

Relevant articles and documents

Synthesis of Modified Partial Structures of the Bacterial Cell Wall. 2. Retarded Metabolism of Lipopeptides by Insertion of α-Substituted α-Amino Acids

The synthesis of the lipopeptide 1, which exhibits both immunological activity (induction of the colony stimulating factor (CSF) and stability against metabolic degradation, has been described.A detailed investigation of the course of the ene reaction bet

Synthese enantioselective d'α-aryl amino acides: subtitution nucleophile aromatique sur le fluorobenzene chrome tricarbonyle d'enolates chiraux

We report here a convenient synthesis of optically pure α-aryl amino acids by enantioselective substitution of fluorobenzene tricarbonylchromium using the Schiff bases of L-alanine methyl ester with (1R,2R,5R)-2-hydroxy-3-pinanone in presence of LDA or deprotonated 2-(tert-butyl)-4-methyl-1,3-oxazolidin-5 one.

N,O-Acetals from Pivalaldehyde and Amino Acids for the α-Alkylation with Self-Reproduction of the Center of Chirality. Enolates of 3-Benzoyl-2-(tert-butyl)-1,3-oxazolidin-5-ones

The sodium salt of (S)-alanine, (S)-phenylalanine, (S)-valine, and (S)-methionine are condensed with pivalaldehyde to imines 5.Cyclization by treatment with benzoyl chloride in cold CH2Cl2 gives mainly (4:1 to > 99:1) the (2S,4S)-4-alkyl-3-benzoyl-2-(tert-butyl)-1,3-oxazolidin-5-ones (6; cis-configuration) in high yields (85-95 percent).The oxazolidinones 6 and 7 are deprotonated with lithium diethylamide (LDEA) in tetrahydrofuran (THF) and alkylated (MeI, benzyl bromide) or hydroxyalkylated (benzaldehyde) to 4,4-disubstituted oxazolidinones 9 and 10, respectively, with high diastereoselectivity (9:1 to 50:1; relative topicity ul).Hydrolysis of three of the oxazolidinones to amino acids of known configuration and optical purity indicates that little if any racemization occurs in the process.