(R)-3-phenylmorpholine

Base Information

• Chemical Name: (R)-3-phenylmorpholine
• CAS No.: 74572-03-5
• Molecular Formula: C₁₀H₁₃NO
• Molecular Weight: 163.219
• Mol file: 74572-03-5.mol

Synonyms:Morpholine,3-phenyl-, (R)-; (3R)-3-Phenylmorpholine; (R)-3-Phenylmorpholine

Chemical Property of (R)-3-phenylmorpholine

Chemical Property:

• Vapor Pressure: 0.00623mmHg at 25°C
• Boiling Point: 272ºC at 760 mmHg
• Flash Point: 104.9ºC
• PSA: 21.26000
• Density: 1.034g/cm3
• LogP: 1.67630
• Storage Temp.: under inert gas (nitrogen or Argon) at 2–8 °C

Purity/Quality:

99% ^*data from raw suppliers

(R)-3-Phenylmorpholine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: (R)-3-Phenylmorpholine is used in the synthetic preparation of phosphoinositide kinase inhibitors.

Technology Process of (R)-3-phenylmorpholine

There total 11 articles about (R)-3-phenylmorpholine which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 85.0%

(5R)-5-phenylmorpholin-3-one (192815-71-7) → 3-(-)-Phenyl morpholine (138713-44-7,74572-03-5) + butyric acid (107-92-6)

Guidance literature:

With [RuCl₂(N-heterocyclic carbene)(bis[2-(diphenylphosphino)ethyl]amine)]; caesium carbonate; In toluene; butan-1-ol; at 150 ℃; for 6h; under 37503.8 Torr; Schlenk technique; Autoclave;

DOI:10.1021/acs.orglett.9b03878

Reference yield: 75.0%

(5R)-5-phenylmorpholin-3-one (192815-71-7) → 3-(-)-Phenyl morpholine (138713-44-7,74572-03-5)

Guidance literature:

With lithium aluminium tetrahydride; In tetrahydrofuran; at 0 - 70 ℃; for 16.5h;

DOI:10.1021/acscombsci.6b00050

Reference yield: 52.0%

N-[3-formyl-6-((R)-3-phenylmorpholin-4-yl)-pyridin-2-yl]-2,2-dimethylpropionamide (1436416-04-4) → N-[3-hydroxy-6-((R)-3-phenylmorpholin-4-yl)-pyridin-2-yl]-2,2-dimethylpropionamide (1436416-05-5) + C16H17N3O2 (1436416-06-6) + 3-(-)-Phenyl morpholine (138713-44-7,74572-03-5)

Guidance literature:

With urea hydrogen peroxide adduct; sodium hydroxide; In methanol; at 0 ℃; for 42h; Reagent/catalyst; Solvent; Concentration;

DOI:10.1021/op400101p

upstream raw materials:

(3R)-4-benzyl-3-phenylmorpholine

(R)-N-benzyl-2-phenylglycinol

(R)-2-[Benzyl-(2-hydroxy-ethyl)-amino]-2-phenyl-ethanol

(5R)-5-phenylmorpholin-3-one

Downstream raw materials:

C₁₉H₂₂N₂O₂S

(R)-tert-butyl 3-phenylmorpholine-4-carboxylate

N-[3-formyl-6-((R)-3-phenylmorpholin-4-yl)-pyridin-2-yl]-2,2-dimethylpropionamide

(R)-6-(3-phenylmorpholino)-2H-pyrido[3,2-b][1,4]oxazin-3(4H)-one

Refernces

• 1、 Ogata, Osamu,Nara, Hideki,Matsumura, Kazuhiko,Kayaki, Yoshihito. "Formal Deoxygenative Hydrogenation of Lactams Using PNHP-Pincer Ruthenium Complexes under Nonacidic Conditions". supporting information. p. 9954 - 9959. Retrieved 2019/12/24.
• 2、 Haftchenary, Sina,Nelson, Shawn D.,Furst, Laura,Dandapani, Sivaraman,Ferrara, Steven J.,Bo?kovi?, ?arko V.,Figueroa Lazú, Samuel,Guerrero, Adrian M.,Serrano, Juan C.,Crews, Demarcus K.,Brackeen, Cristina,Mowat, Jeffrey,Brumby, Thomas,Bauser, Marcus,Schreiber, Stuart L.,Phillips, Andrew J.. "Efficient Routes to a Diverse Array of Amino Alcohol-Derived Chiral Fragments". supporting information. p. 569 - 574. Retrieved 2016/10/06.