145588-94-9

Basic information

• Product Name: (S)-4-BENZYL-1,3-OXAZOLIDINE-2-THIONE
• Synonyms: (S)-4-BENZYLOXAZOLIDINE-2-THIONE;(S)-4-BENZYL-1,3-OXAZOLIDINE-2-THIONE;4-(S)-4-benzyl-1,3-oxazolidine-2-thione;2-Oxazolidinethione,4-(phenylmethyl)-, (4S)-(;(S) -4- benzyl-oxazolidin-2-thione;(S)-4-Benzyloxazolidine-2-thione,99%e.e.
• CAS NO: 145588-94-9
• Molecular Formula: C₁₀H₁₁NOS
• Molecular Weight: 193.27
• Mol File: 145588-94-9.mol
• Article Data: 19

Chemical Properties

• Melting Point: 63-67 °C
• Boiling Point: 281.166 °C at 760 mmHg
• Flash Point: 123.845 °C
• Appearance: /
• Density: 1.231 g/cm³
• Vapor Pressure: 0.004mmHg at 25°C
• Refractive Index: 1.628
• Storage Temp.: Keep in dark place,Inert atmosphere,Room temperature
• PKA: 13.79±0.40(Predicted)
• CAS DataBase Reference: (S)-4-BENZYL-1,3-OXAZOLIDINE-2-THIONE(CAS DataBase Reference)
• NIST Chemistry Reference: (S)-4-BENZYL-1,3-OXAZOLIDINE-2-THIONE(145588-94-9)
• EPA Substance Registry System: (S)-4-BENZYL-1,3-OXAZOLIDINE-2-THIONE(145588-94-9)

Safety Data

• Hazard Codes: Xi
• WGK Germany: 3
• F: 10-23
• Hazardous Substances Data: 145588-94-9(Hazardous Substances Data)

Usage

Uses

Evans-Type Oxazolidinethione And Thiazolidinethione Auxiliaries

InChI:InChI=1/C10H11NOS/c13-10-11-9(7-12-10)6-8-4-2-1-3-5-8/h1-5,9H,6-7H2,(H,11,13)/t9-/m0/s1

Upstream product

• 75-15-0 carbon disulfide 
• 3182-95-4 L-Phenylalaninol 
• 463-71-8 thiophosgene 
• 194019-83-5 (4S)-3-[(2S,3R)-3-hydroxy-2,4-dimethyl-1-oxopentyl]-4-benzyl-1,3-oxazolidine-2-thione 
• 140-89-6 potassium ethyl xanthogenate 
• 67-66-3 chloroform 
• 131744-19-9 4-benzyloxazolidine-2-thione 
• 1457998-45-6 C₂₈H₃₄F₃NO₃SSi 
• 1457998-44-5 C₂₂H₂₀F₃NO₃S 
• 63-91-2 L-phenylalanine 
• 145588-95-0 N-propanoyl-(S)-4-benzyl-1,3-oxazolidine-2-thione 

Downstream Products

• 171877-39-7 (S)-4-benzylthiazolidin-2-thione 
• 907217-45-2 1-((S)-4-Benzyl-2-thioxo-oxazolidin-3-yl)-octan-1-one 
• 194019-83-5 (4S)-3-[(2S,3R)-3-hydroxy-2,4-dimethyl-1-oxopentyl]-4-benzyl-1,3-oxazolidine-2-thione 
• 263764-23-4 (S)-3-propanoyl-4-benzyl-1,3-thiazolidine-2-thione 
• 952487-49-9 (2R,3S)-1-((S)-4-benzyl-2-thioxothiazolidin-3-yl)-3-hydroxy-2-methylpentan-1-one 
• 1457998-44-5 C₂₂H₂₀F₃NO₃S 
• 1457998-45-6 C₂₈H₃₄F₃NO₃SSi 
• 145588-95-0 N-propanoyl-(S)-4-benzyl-1,3-oxazolidine-2-thione 

Relevant articles and documents

Synthesis of new C3 symmetric amino acid- and aminoalcohol-containing chiral stationary phases and application to HPLC enantioseparations

We recently reported a new C3-symmetric (R)-phenylglycinol N-1,3,5-benzenetricarboxylic acid-derived chiral high-performance liquid chromatography (HPLC) stationary phase (CSP 1) that demonstrated better results as compared to a previously described N-3,5-dintrobenzoyl (DNB) (R)-phenylglycinol-derived CSP. Over a decade ago, (S)-leucinol, (R)-phenylglycine, and (S)-leucine derivatives were used as the starting materials of 3,5-DNB-based Pirkle-type CSPs for chiral separation. In this study, three new C3-symmetric CSPs (CSP 2, 3, and 4) were prepared by combining the ideas and results mentioned above. Here we describe the synthetic procedures and applications of the new C3-symmetric CSPs (CSP 2–CSP 4).

Thiocarbonyl Surrogate via Combination of Sulfur and Chloroform for Thiocarbamide and Oxazolidinethione Construction

An efficient and practical thiocarbonyl surrogate via combination of sulfur and chloroform has been developed. A variety of thiocarbamides and oxazolidinethiones have been established, including chiral thiourea catalysts and chiral oxazolidinethione auxiliaries with high selectivity. Meanwhile, pesticides Diafenthiuron (an acaricide), ANTU (a rodenticide), and Chloromethiuron (an insecticide) were practically synthesized through this method in gram scale. Dicholorocarbene, as the key intermediate, was further confirmed via a carbene-trapping control experiment.

Liquid Chromatographic Resolution of Racemic 2-Oxazolidinones and their Analogs on Seven Pirkle-Type Chiral Stationary Phases

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