282735-66-4

Basic information

• Product Name: (5R,6S)-5,6-Diphenyl-2-morpholinone
• Synonyms: (5R,6S)-5,6-Diphenyl-2-morpholinone;(5R,6S)-2,3,5,6-tetrahydro-5,6- diphenyl-1,4-oxazin;5R,6S-Diphenyl-2-morpholinone;2-Morpholinone, 5,6-diphenyl-, (5R,6S)-;(2S,3R)-2,3,5,6-tetrahydro-2,3-diphenyl-1,4-oxazin-6-one;(5R,6S)-5,6-Diphenyl-2-morpholine;(5R,6S)-Diphenyl-2-morpholinone,99%e.e.
• CAS NO: 282735-66-4
• Molecular Formula: C₁₆H₁₅NO₂
• Molecular Weight: 253.3
• Product Categories: Heterocycles;API intermediates;Chiral Reagents
• Mol File: 282735-66-4.mol

Chemical Properties

• Melting Point: 139-141 °C(Solv: ethyl acetate (141-78-6); hexane (110-54-3))
• Boiling Point: 444 °C at 760 mmHg
• Flash Point: 222.3 °C
• Appearance: /Solid
• Density: 1.159 g/cm³
• Vapor Pressure: 4.42E-08mmHg at 25°C
• Refractive Index: 1.577
• Storage Temp.: under inert gas (nitrogen or Argon) at 2–8 °C
• PKA: 5.68±0.60(Predicted)
• CAS DataBase Reference: (5R,6S)-5,6-Diphenyl-2-morpholinone(CAS DataBase Reference)
• NIST Chemistry Reference: (5R,6S)-5,6-Diphenyl-2-morpholinone(282735-66-4)
• EPA Substance Registry System: (5R,6S)-5,6-Diphenyl-2-morpholinone(282735-66-4)

Safety Data

• Hazardous Substances Data: 282735-66-4(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
(5R,6S)-5,6-Diphenyl-2-morpholinone is used as a starting material for the synthesis of pharmaceuticals due to its biological activity and potential pharmacological properties. It serves as a key intermediate in the preparation of various bioactive molecules, contributing to the development of new drugs.
Used in Agrochemical Industry:
(5R,6S)-5,6-Diphenyl-2-morpholinone is also utilized as a starting material in the synthesis of agrochemicals, playing a crucial role in the development of effective and safe pesticides and other agricultural chemicals.
Used in Chemical Research:
(5R,6S)-5,6-Diphenyl-2-morpholinone serves as a valuable building block for the synthesis of diverse organic compounds, facilitating chemical research and the exploration of new chemical reactions and pathways.
Used in Organic Synthesis:
(5R,6S)-5,6-Diphenyl-2-morpholinone is employed as a versatile intermediate in organic synthesis, enabling the creation of a wide range of chemical compounds with various applications across different industries.

InChI:InChI=1/C16H15NO2/c18-14-11-17-15(12-7-3-1-4-8-12)16(19-14)13-9-5-2-6-10-13/h1-10,15-17H,11H2/t15-,16+/m1/s1

Upstream product

• 112741-50-1 (2S,3R)-tert-butyl 6-oxo-2,3-diphenylmorpholine-4-carboxylate 
• 112835-62-8 ethyl (1'R,2'S)-N-(1',2'-diphenyl-2'-hydroxyethyl)glycinate 
• 112741-73-8 ethyl (1'R,2'S)-N-tert-butyloxycarbonyl-N-(1',2'-diphenyl-2'-hydroxyethyl)glycinate 

Downstream Products

• 282735-67-5 (3S,3'S,4'R,6'S,8'R,8'aR)-1,2,3',4',8',8a'-hexahydro-6'-(2-methoxy-2-methylpropyl)-1',2-dioxo-3',4'-diphenylspiro[3H-indole-3,7'(6'H)-[1H]pyrrolo[2,1-c][1,4]oxazine]-8'-carboxylic acid ethyl ester 
• 519060-55-0 C₃₆H₃₂N₂O₆ 
• 519060-47-0 C₂₉H₂₆N₂O₅ 
• 519060-48-1 C₂₉H₂₆N₂O₅ 
• 519060-54-9 C₃₃H₃₄N₂O₅ 
• 599185-51-0 (3S,3'S,4'R,6'S,8'aR)-1,2,3',4',8',8'a-hexahydro-6-methoxy-6'-(2-methoxy-2-methylpropyl)-1',2-dioxo-3',4'-diphenylspiro[3H-indole-3,7'(6'H)-[1H]pyrrolo[2,1-c][1,4]-oxazine] 

Relevant articles and documents

Diastereoselective intermolecular radical addition to nitrones

The intermolecular radical addition to chiral nitrones 2, 4, 5, and 16 was studied. The isopropyl radical addition to Oppolzer's camphorsultam derivative 2 of glyoxylic nitrone proceeded with excellent diastereoselectivity to give the desired isopropylated product 3a accompanied by the diisopropylated product 3b. A high degree of stereocontrol in the reaction of cyclic nitrone 4 was achieved. The ethyl radical addition to nitrone 4 with triethylborane afforded the desired ethylated product 9a accompanied by the diethylated product 10a and the ethylated nitrone 11a. To evaluate the utility of cyclic nitrone 4, several alkyl radicals were employed in the addition reaction, which afforded the alkylated products 9b-d with excellent diastereoselectivities. In the presence of Mg(ClCO4)2, the ethyl radical addition to BIGN 16 afforded selectively syn isomers. In contrast, the alkyl radical addition to 16 took place even in the absence of Lewis acid to give anti isomers.

Asymmetric, stereocontrolled total synthesis of (+) and (-)-spirotryprostatin B via a diastereoselective azomethine ylide [1,3]-dipolar cycloaddition reaction

The asymmetric, stereocontrolled total syntheses of (+) and (-)-spirotryprostatin B (2) are described. Formation of the core pyrrolidine ring was accomplished via a diastereoselective asymmetric [1,3]-dipolar cycloaddition reaction. Addition of 3-methoxy-