184714-56-5

Basic information

• Product Name: (R)-4-BENZYL-3-CHLOROACETYL-2-
• Synonyms: (R)-4-BENZYL-3-CHLOROACETYL-2-;(R)-4-BENZYL-3-CHLOROACETYL-2-OXAZOLIDIN;(R)-4-BENZYL-3-CHLOROACETYL-2-OXAZOLIDINONE,97%;(R)-4-Benzyl-3-chloroacetyl-2-oxazolidinone;(R)-4-Benzyl-3-(2-chloroacetyl)oxazolidin-2-one;(R)-4-Benzyl-3-chloroacetyl-2-oxazolidinone,99%e.e.;(4R)-4-benzyl-3-(2-chloroacetyl)-1,3-oxazolidin-2-one
• CAS NO: 184714-56-5
• Molecular Formula: C₁₂H₁₂ClNO₃
• Molecular Weight: 253.68
• Mol File: 184714-56-5.mol

Chemical Properties

• Melting Point: 78-82 °C(lit.)
• Boiling Point: 416.232 °C at 760 mmHg
• Flash Point: 205.53 °C
• Appearance: /
• Density: 1.348 g/cm³
• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.577
• Storage Temp.: Keep in dark place,Inert atmosphere,Room temperature
• CAS DataBase Reference: (R)-4-BENZYL-3-CHLOROACETYL-2-(CAS DataBase Reference)
• NIST Chemistry Reference: (R)-4-BENZYL-3-CHLOROACETYL-2-(184714-56-5)
• EPA Substance Registry System: (R)-4-BENZYL-3-CHLOROACETYL-2-(184714-56-5)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36
• WGK Germany: 3
• Hazardous Substances Data: 184714-56-5(Hazardous Substances Data)

Usage

Uses

Used in Organic Chemistry:
(R)-4-Benzyl-3-chloroacetyl-2is used as a building block for the synthesis of complex molecules due to its unique structure and potential reactivity in chemical reactions.
Used in Pharmaceutical Research:
(R)-4-Benzyl-3-chloroacetyl-2is used as a starting material or intermediate in the development of new pharmaceutical compounds, given its potential applications in the synthesis of bioactive molecules.
Further study and research are needed to fully understand the specific uses and implications of this chemical compound in various industries.

InChI:InChI=1/C12H12ClNO3/c13-7-11(15)14-10(8-17-12(14)16)6-9-4-2-1-3-5-9/h1-5,10H,6-8H2/t10-/m1/s1

Upstream product

• 275378-96-6 (R)-N-Carbamyl-phenylalanine methyl ester 
• 275378-91-1 ((R)-1-Hydroxymethyl-2-phenyl-ethyl)-urea 
• 3530-82-3 5-benzyl-hydantoin 
• 54896-72-9 (R)-3-phenyl-2-ureido-propionic acid 
• 40217-17-2 (R)-4-(phenylmethyl)-2-oxazolidinone 
• 541-88-8 Chloroacetic anhydride 
• 79-04-9 chloroacetyl chloride 

Downstream Products

• 1398549-29-5 (R,E)-2-(4-benzyl-2-oxooxazolidine-3-carbonyl)-3-(3,4-dichlorophenyl)acrylonitrile 
• 1398549-18-2 (R)-3-[4-benzyl-2-oxooxazolidin-3-yl]-3-oxopropanenitrile 
• 40217-17-2 (R)-4-(phenylmethyl)-2-oxazolidinone 
• 1089173-74-9 (4R,2'R,3'S)-4-benzyl-(2'-chloro-3'-hydroxyheptanoyl)-2-oxazolidinone 
• 184714-60-1 N-[2-((R)-4-Benzyl-2-oxo-oxazolidin-3-yl)-2-oxo-ethyl]-formamide 
• 201231-65-4 (R)-4-Benzyl-3-[2-(triphenyl-λ⁵-phosphanylidene)-acetyl]-oxazolidin-2-one 
• 956143-39-8 (-)-(R)-4-benzyl-3-[(R,E)-3-hydroxyhex-4-enoyl]-1,3-oxazolidin-2-one 
• 620567-86-4 (R)-4-Benzyl-3-((E)-(2R,3S)-2-chloro-3-hydroxy-7-tritylsulfanyl-hept-4-enoyl)-oxazolidin-2-one 
• 310883-69-3 (4R)-4-benzyl-3-[(2R,3S)-2-chloro-3-hydroxy-3-(2-(triisopropylsilyloxymethyl)-1,3-oxazol-4-yl)propanoyl]-2-oxazolidinone 
• 110905-24-3 (4R)-3-(bromoacetyl)-4-(phenylmethyl)-2-oxazolidinone 
• 184714-57-6 (R)-3-(2-Azido-acetyl)-4-benzyl-oxazolidin-2-one 
• 204587-88-2 [2-((R)-4-benzyl-2-oxooxazolidin-3-yl)-2-oxoethyl]phosphonic acid diethyl ester 

Relevant articles and documents

Synthesis and application of N-3,5-dinitrobenzoyl and C3 symmetric diastereomeric chiral stationary phases

Three diastereomeric chiral compounds, namely, (R,R)-(+)-2-amino-1,2-diphenylethanol, (1S,2R)-(+)-2-amino-1,2-diphenylethanol, and (1R,2R)-(+)-1,2-diphenylethylenediamine were used as starting materials for preparing three N-3,5-dinitrobenzoyl derivative

Enantioselective epoxidation by the chiral auxiliary approach: Asymmetric total synthesis of (+)-Ambrisentan

Enantioselective and a highly concise total synthesis of Ambrisentan are described. The chiral auxiliary controlled enantioselective epoxidation (Azerad protocol), photochemical regioselective epoxide opening, and base mediated ester hydrolysis reactions

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).

Conjugate addition of aryl nucleophiles to α,β-unsaturated cinnamic acid derivatives containing Evans type chiral auxiliaries

Cinnamides containing oxazolidin-2-one type auxiliaries have been prepared. A novel pathway to chiral 4-aryl-6-methyl-3,4-dihydrocoumrines via the asymmetric conjugate addition of arylmagnesium bromides to these cinnamides is described.

N-carbamylamino alcohols as the precursors of oxazolidinones via nitrosation-deamination reaction

Oxazolidinones were effectively prepared from N-carbamylamino alcohols by treatment with nitrous acid, via N-nitroso compound as the intermediate. A new route to (R)-4-benzyloxazolidinone was developed starting from DL- phenylalanine, utilizing D-hydantoinase-catalyzed enantioselective hydrolysis of 5-benzylhydantoin under the dynamic kinetic resolution conditions, and the subsequent reduction to the precursor for the above-mentioned cyclization reaction, by taking advantage of the intermediates bearing an N-carbamylamino functionality.

Chiral Auxiliary-Bearing Isocyanides as Synthons: Synthesis of Strongly Fluorescent (+)-5-(3,4-Dimethoxyphenyl)-4-[[N-[(4S) -2-oxo-4- (phenylmethyl) -2-oxazolidinyl] ] carbonyl] oxazole and Its Enantiomer

Both (4S-(+)-3-(isocyanoacetyl)-4-(phenylmethyl)-2-oxazolidinone (R)-1 and its enantiomer (S)-1 have been synthesized as potentially useful synthons in asymmetric synthesis. Optically active (+)-5-(3,4-dimethoxyphenyl)-4-[[N-[(4S)-2-oxo-4-(phenylmethyl)-2