312624-01-4

Basic information

• Product Name: (S)-(-)-4-(DIPHENYLMETHYL)-2-OXAZOLIDIN&
• Synonyms: (S)-(-)-4-(DIPHENYLMETHYL)-2-OXAZOLIDIN&;(S)-4-Methyldiphenyl-2-oxazolidinone;(S)-4-Methyl-3,4-diphenyloxazolidin-2-one;(S)-4-Benzhydryloxazolidin-2-one
• CAS NO: 312624-01-4
• Molecular Formula: C16H15NO2
• Molecular Weight: 253.3
• Product Categories: Asymmetric Synthesis;Chiral Auxiliaries;Oxazolidinone Derivatives
• Mol File: 312624-01-4.mol

Chemical Properties

• Melting Point: 144-147 °C(lit.)
• Boiling Point: 472.6 °C at 760 mmHg
• Flash Point: 239.6 °C
• Appearance: /
• Density: 1.181 g/cm³
• Vapor Pressure: 4.22E-09mmHg at 25°C
• Refractive Index: 1.591
• Storage Temp.: 2-8°C
• CAS DataBase Reference: (S)-(-)-4-(DIPHENYLMETHYL)-2-OXAZOLIDIN&(CAS DataBase Reference)
• NIST Chemistry Reference: (S)-(-)-4-(DIPHENYLMETHYL)-2-OXAZOLIDIN&(312624-01-4)
• EPA Substance Registry System: (S)-(-)-4-(DIPHENYLMETHYL)-2-OXAZOLIDIN&(312624-01-4)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36
• WGK Germany: 3
• Hazardous Substances Data: 312624-01-4(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
(S)-(-)-4-(DIPHENYLMETHYL)-2-OXAZOLIDIN& is used as a chiral building block for the synthesis of various pharmaceuticals. Its chiral nature is crucial in creating specific stereochemical configurations required for the development of effective and targeted drugs.
Used in Agrochemical Industry:
In the agrochemical industry, (S)-(-)-4-(DIPHENYLMETHYL)-2-OXAZOLIDIN& serves as a key intermediate in the production of agrochemicals. Its versatility allows for the creation of compounds with specific properties, enhancing the effectiveness of these products in agricultural applications.
Used in Asymmetric Synthesis:
(S)-(-)-4-(DIPHENYLMETHYL)-2-OXAZOLIDIN& is utilized as a chiral reagent in asymmetric synthesis processes. Its unique stereochemistry contributes to the production of enantiomerically pure compounds, which are essential in various chemical and pharmaceutical applications.
Used as a Key Intermediate in Organic Synthesis:
(S)-(-)-4-(DIPHENYLMETHYL)-2-OXAZOLIDIN& is recognized for its role as a key intermediate in the production of various important organic compounds. Its presence in organic synthesis allows for the creation of a wide range of chemical products, making it a valuable and versatile chemical reagent.

InChI:InChI=1/C16H15NO2/c18-16-17-14(11-19-16)15(12-7-3-1-4-8-12)13-9-5-2-6-10-13/h1-10,14-15H,11H2,(H,17,18)/t14-/m1/s1

Upstream product

• 173604-32-5 (S)-4-(hydroxydiphenylmethyl)oxazolidin-2-one 
• 87727-28-4 (S)-2-tert-butyl-dimethyl-silanyloxy propanal 
• 176839-76-2 4-((R)-4-Benzhydryl-2-oxo-oxazolidin-3-yl)-4-oxo-butyric acid methyl ester 
• 204851-65-0 (R)-2-Hydroxymethyl-3,3-diphenyl-propionic acid 
• 74262-56-9 (2R)-2-(tert-butyldimethylsilyloxy)propanal 

Downstream Products

• 183116-90-7 (R)-4-Benzhydryl-3-octadecanoyl-oxazolidin-2-one 
• 183116-89-4 (R)-4-Benzhydryl-3-hexadecanoyl-oxazolidin-2-one 
• 583826-98-6 (S)-4-Benzhydryl-3-[(E)-3-(3,4-dimethoxy-phenyl)-acryloyl]-oxazolidin-2-one 
• 1417575-40-6 C₁₉H₁₉NO₃ 
• 1253413-37-4 C₂₄H₂₃NO₅ 
• 183253-63-6 (R)-4-Benzhydryl-3-{(R)-2-[(1R,2R)-2-(tert-butyl-dimethyl-silanyloxy)-1-hydroxy-propyl]-octadecanoyl}-oxazolidin-2-one 
• 183253-62-5 (R)-4-Benzhydryl-3-{(R)-2-[(1R,2R)-2-(tert-butyl-dimethyl-silanyloxy)-1-hydroxy-propyl]-hexadecanoyl}-oxazolidin-2-one 
• 183253-61-4 (R)-4-Benzhydryl-3-{(R)-2-[(1R,2R)-2-(tert-butyl-dimethyl-silanyloxy)-1-hydroxy-propyl]-7-methyl-octanoyl}-oxazolidin-2-one 
• 183253-60-3 (R)-4-Benzhydryl-3-{(R)-2-[(1R,2R)-2-(tert-butyl-dimethyl-silanyloxy)-1-hydroxy-propyl]-octanoyl}-oxazolidin-2-one 
• 183253-59-0 (R)-4-Benzhydryl-3-{(R)-2-[(1R,2R)-2-(tert-butyl-dimethyl-silanyloxy)-1-hydroxy-propyl]-hexanoyl}-oxazolidin-2-one 
• 192823-98-6 (R)-4-Benzhydryl-3-{(2S,3S)-2-[(S)-1-(tert-butyl-dimethyl-silanyloxy)-ethyl]-5-oxo-tetrahydro-furan-3-carbonyl}-oxazolidin-2-one 
• 192823-94-2 (R)-4-Benzhydryl-3-{(2R,3R)-2-[(S)-1-(tert-butyl-dimethyl-silanyloxy)-ethyl]-5-oxo-tetrahydro-furan-3-carbonyl}-oxazolidin-2-one 
• 183116-86-1 (R)-4-Benzhydryl-3-hexanoyl-oxazolidin-2-one 
• 183116-88-3 (R)-4-Benzhydryl-3-(7-methyl-octanoyl)-oxazolidin-2-one 

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

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).

A new route to 3-amino sugars. A concise synthesis of L-daunosamine and D-ristosamine derivatives

An asymmetric aldol strategy has been developed for the synthesis of L- daunosamine and D-ristosamine derivatives starting from noncarbohydrate precursors. Lithium and boron enolate mediated aldol reactions of 12 with O- TBS lactaldehyde gave non-Evans syn and Evans syn aldol products, respectively, with high selectivity. The chemical efficiency of the lithium enolate reactions were higher than the corresponding reactions with the boron enolates. Curtius rearrangement of lactone acids 23 and 26 gave the corresponding N-BOC amino lactones 30 and 32 in 64% and 62%, respectively, with complete retention of configuration. Lactone 30 was converted by a two- step sequence to N-benzoyldaunosamide 40. The overall yield for the amino sugar 40 was 18% over six steps. Similary, lactone 32 was converted to N- benzoylristosamide 42 with an overall yield of 18% starting from 12.

Synthesis of N-BOC-D-Diphenylalanine from L-Serine Methyl Ester Hydrochloride

A convenient six step synthesis of N-BOC-D-diphenylalanine from L-serine methyl ester hydrochloride is described.The preparation of a novel chiral auxiliary, an oxazolidinone derived from D-diphenylalaninol, is also described.