104057-64-9

Basic information

• Product Name: (2S,4S)-3-BENZOYL-2-T-BUTYL-4-METHYL-1,3-OXAZOLIDIN-5-ONE
• Synonyms: (2S,4S)-3-BENZOYL-2-T-BUTYL-4-METHYL-1,3-OXAZOLIDIN-5-ONE;3-BENZOYL-2-2(1,1-DIMETHYLETHYL)-4-METHYL-5-OXAZOLIDINONE
• CAS NO: 104057-64-9
• Molecular Formula: C₁₅H₁₉NO₃
• Molecular Weight: 261.32
• Mol File: 104057-64-9.mol

Chemical Properties

• Boiling Point: 426.9°Cat760mmHg
• Flash Point: 212°C
• Appearance: /
• Density: 1.133g/cm³
• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.534
• CAS DataBase Reference: (2S,4S)-3-BENZOYL-2-T-BUTYL-4-METHYL-1,3-OXAZOLIDIN-5-ONE(CAS DataBase Reference)
• NIST Chemistry Reference: (2S,4S)-3-BENZOYL-2-T-BUTYL-4-METHYL-1,3-OXAZOLIDIN-5-ONE(104057-64-9)
• EPA Substance Registry System: (2S,4S)-3-BENZOYL-2-T-BUTYL-4-METHYL-1,3-OXAZOLIDIN-5-ONE(104057-64-9)

Safety Data

• Hazardous Substances Data: 104057-64-9(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
(2S,4S)-3-BENZOYL-2-T-BUTYL-4-METHYL-1,3-OXAZOLIDIN-5-ONE is used as a key building block in the synthesis of various pharmaceuticals. Its unique structure and reactivity allow for the development of new drugs with specific therapeutic properties, contributing to advancements in medicine.
Used in Agrochemical Industry:
In the agrochemical sector, (2S,4S)-3-BENZOYL-2-T-BUTYL-4-METHYL-1,3-OXAZOLIDIN-5-ONE serves as an essential intermediate for the production of agrochemicals. Its incorporation into these compounds can lead to the creation of more effective and targeted pest control solutions.
Used in Organic Synthesis:
(2S,4S)-3-BENZOYL-2-T-BUTYL-4-METHYL-1,3-OXAZOLIDIN-5-ONE is utilized as a valuable intermediate in organic synthesis, enabling the construction of complex organic compounds with diverse applications across various industries. Its chiral nature and functional groups make it a preferred choice for creating enantioselective products and complex molecular architectures.

InChI:InChI=1/C15H19NO3/c1-10-13(18)19-14(15(2,3)4)16(10)12(17)11-8-6-5-7-9-11/h5-10,14H,1-4H3/t10-,14-/m0/s1

Upstream product

• 104057-63-8 Sodium; (S)-2-[2,2-dimethyl-prop-(E)-ylideneamino]-propionate 
• 98-88-4 benzoyl chloride 
• 56-41-7 L-alanin 
• 630-19-3 pivalaldehyde 

Downstream Products

• 404859-27-4 C₂₇H₂₈N₂O₅ 
• 1186398-99-1 (2S,4R)-N-benzoyl-2-tert-butyl-4-(methyl-d3)-4-methyloxazolidin-5-one 
• 130834-39-8 (2S,4R)-3-Benzoyl-2-tert-butyl-4-cyclohexylmethyl-oxazolidin-5-one 
• 130834-42-3 3-Benzoyl-2-tert-butyl-4-phenethyl-oxazolidin-5-one 
• 130834-43-4 3-Benzoyl-2-tert-butyl-4-(2,2-dimethyl-propyl)-oxazolidin-5-one 
• 138278-70-3 C₂₀H₂₃NO₃ 
• 138278-72-5 C₂₁H₂₅NO₃ 
• 140224-28-8 (2S,4S)-3-benzoyl-2-t-butyl-4-isobutyl-1,3-oxazolidin-5-one 
• 140224-29-9 (2S,4R)-3-benzoyl-2-t-butyl-4-isobutyl-1,3-oxazolidin-5-one 
• 138278-69-0 3-Benzoyl-4-[1-bromo-meth-(Z)-ylidene]-2-tert-butyl-oxazolidin-5-one 
• 113304-18-0 N-benzoyl-2(S)-tert-butyl-4-methylene-1,3-oxazolidin-5-one 
• 104057-71-8 (2S,4R)-3-benzoyl-4-benzyl-2-(tert-butyl)-4-methyl-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.