142618-93-7

Basic information

• Product Name: (R)-(+)-4-TERT-BUTYL-2-OXAZOLIDINONE
• Synonyms: (R)-(+)-4-TERT-BUTYL-2-OXAZOLIDINONE;(R)-(+)-4-TERT-BUTYL-2-OXAZOLIDINONE, 99 %;(4R)-4-tert-Butyl-2-oxazolidinone;(R)-(+)-4-T-BUTYL-2-OXAZOLIDINONE
• CAS NO: 142618-93-7
• Molecular Formula: C₇H₁₃NO₂
• Molecular Weight: 143.18
• Product Categories: Oxazolidinone;Chiral Reagent;Amino Alcohols & Deriv.;CHIRAL CHEMICALS;Asymmetric Synthesis;Chiral Auxiliaries;Oxazolidinone Derivatives
• Mol File: 142618-93-7.mol
• Article Data: 7

Chemical Properties

• Melting Point: 119-122 °C(lit.)
• Boiling Point: 289.1 °C at 760 mmHg
• Flash Point: 128.6 °C
• Appearance: /
• Density: 1.033 g/cm³
• Vapor Pressure: 0.00225mmHg at 25°C
• Refractive Index: 1.448
• PKA: 12.84±0.40(Predicted)
• CAS DataBase Reference: (R)-(+)-4-TERT-BUTYL-2-OXAZOLIDINONE(CAS DataBase Reference)
• NIST Chemistry Reference: (R)-(+)-4-TERT-BUTYL-2-OXAZOLIDINONE(142618-93-7)
• EPA Substance Registry System: (R)-(+)-4-TERT-BUTYL-2-OXAZOLIDINONE(142618-93-7)

Safety Data

• WGK Germany: 3
• Hazardous Substances Data: 142618-93-7(Hazardous Substances Data)

Usage

InChI:InChI=1/C7H13NO2/c1-7(2,3)5-4-10-6(9)8-5/h5H,4H2,1-3H3,(H,8,9)/t5-/m0/s1

Upstream product

• 134668-36-3 4-tert-butyl-2-oxazolidinone 
• 142618-92-6 (R)-2-N-<(1,1-dimethylethoxy)carbonyl>amino-3,3-dimethylbutanol 
• 142673-31-2 (R)-4-tert-Butyl-3-((1S,2R,4R)-2-methoxy-7,7-dimethyl-bicyclo[2.2.1]heptane-1-carbonyl)-oxazolidin-2-one 
• 541-41-3 chloroformic acid ethyl ester 
• 204851-66-1 (2R)-(2-hydroxymethyl)-3,3-dimethylbutanoic acid 
• 750594-78-6 ((R)-1-Hydroxymethyl-2,2-dimethyl-propyl)-carbamic acid methyl ester 
• 750594-59-3 (S)-2-[(2S,5R)-2-Isopropyl-5-methyl-cyclohex-(E)-ylidenemethyl]-3,3-dimethyl-butyric acid 
• 750594-60-6 {(S)-1-[(2S,5R)-2-Isopropyl-5-methyl-cyclohex-(E)-ylidenemethyl]-2,2-dimethyl-propyl}-carbamic acid methyl ester 
• 750594-52-6 tert-Butyl-{(S)-2-[(2S,5R)-2-isopropyl-5-methyl-cyclohex-(E)-ylidenemethyl]-3,3-dimethyl-butoxy}-dimethyl-silane 
• 142618-89-1 (4R, 5S)-4-tert-butyl-5-(1,2-bis(isopropoxycarbonyl)hydrazino)-2-oxazolidinone 
• 3907-02-6 (2R)-2-amino-3,3-dimethylbutan-1-ol 

Downstream Products

• 1223424-91-6 (R)-4-tert-butyl-3-{4-[4-(2,4-dimethylphenyl)piperazine-1-carbonyl]phenyl}oxazolidin-2-one 

Relevant articles and documents

A stereodivergent approach to amino acids, amino alcohols, or oxazolidinones of high enantiomeric purity

(-)-Menthone, an inexpensive chiral auxiliary, was used to prepare both enantiomers of α-amino acids, amino alcohols, or oxazolidinones. The sequence includes the SN2′ displacement by a cuprate reagent and a Curtius rearrangement as key steps.

Preparation of chiral oxazolidin-2-ones and vicinal amino alcohols

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Synthesis of (R)-tert-Leucinol by Classical Resolution of the Racemic Mixture

Optically active tert-leucinol is an important building block in asymmetric synthesis.However, the (R) enantiomer particularly has so far remained difficult to obtain, mainly because of the laborious synthesis of the precursor amino acid, (R)-tert-leucine.Here we present a new, classical resolution of racemic tert-leucinol, which allows straightforward preparation of each, but especially the (R) enantiomer, in good yields and high optical purities.The feasibility of the synthesis of useful derivatives is demonstrated by transformation into the corresponding (R)-4-tert-butyl-2-oxazolidinone. - Keywords: amino alcohols; asymmetric syntheses; chiral auxiliaries; enantiomeric resolution