(5R,6S)-5,6-Diphenylmorpholin-2-one

Base Information

• Chemical Name: (5R,6S)-5,6-Diphenylmorpholin-2-one
• CAS No.: 282735-66-4
• Molecular Formula: C16H15NO2
• Molecular Weight: 253.301
• Hs Code.: 2934999090
• European Community (EC) Number: 682-384-5
• Nikkaji Number: J1.366.537K
• Mol file: 282735-66-4.mol

Synonyms:(5R,6S)-5,6-diphenyl-2-morpholinone;282735-66-4;(5R,6S)-5,6-Diphenylmorpholin-2-one;815582-48-0;(5R, 6S)-5, 6-diphenyl-2-morpholinone;2-MORPHOLINONE, 5,6-DIPHENYL-, (5R,6S)-;MFCD09751026;SCHEMBL249120;LTPOSIZJPSDSIL-CVEARBPZSA-N;AMY13705;BCP14817;SC3831;AKOS015855466;AKOS015901513;AC-2422;CS-W003639;AS-18262;A5380;Q-101077

Chemical Property of (5R,6S)-5,6-Diphenylmorpholin-2-one

Chemical Property:

• Vapor Pressure: 4.42E-08mmHg at 25°C
• Melting Point: 139-141 °C(Solv: ethyl acetate (141-78-6); hexane (110-54-3))
• Refractive Index: 1.577
• Boiling Point: 444 °C at 760 mmHg
• PKA: 5.68±0.60(Predicted)
• Flash Point: 222.3 °C
• PSA: 38.33000
• Density: 1.159 g/cm³
• LogP: 2.94420
• Storage Temp.: under inert gas (nitrogen or Argon) at 2–8 °C
• XLogP3: 2.5
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 253.110278721
• Heavy Atom Count: 19
• Complexity: 306

Purity/Quality:

97% ^*data from raw suppliers

(5R,6S)-5,6-Diphenyl-2-morpholinone ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1C(=O)OC(C(N1)C2=CC=CC=C2)C3=CC=CC=C3
• Isomeric SMILES: C1C(=O)O[C@H]([C@H](N1)C2=CC=CC=C2)C3=CC=CC=C3

Technology Process of (5R,6S)-5,6-Diphenylmorpholin-2-one

There total 3 articles about (5R,6S)-5,6-Diphenylmorpholin-2-one 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: 83.0%

(2S,3R)-tert-butyl 6-oxo-2,3-diphenylmorpholine-4-carboxylate (112741-50-1,173397-90-5) → (5R,6S)-5,6-diphenylmorpholin-2-one (282735-66-4)

Guidance literature:

(2S,3R)-tert-butyl 6-oxo-2,3-diphenylmorpholine-4-carboxylate; With trifluoroacetic acid; In dichloromethane; at 20 ℃; for 3h;

With triethylamine; In dichloromethane; at 20 ℃; for 0.333333h;

DOI:10.1021/jo050603z

Reference yield:

ethyl (1'R,2'S)-N-(1',2'-diphenyl-2'-hydroxyethyl)glycinate (112835-62-8) → (5R,6S)-5,6-diphenylmorpholin-2-one (282735-66-4)

Guidance literature:

Multi-step reaction with 3 steps

1.1: p-TsOH / benzene / Heating

2.1: TFA / CH₂Cl₂ / 3 h / 20 °C

2.2: 83 percent / triethylamine / CH₂Cl₂ / 0.33 h / 20 °C

With toluene-4-sulfonic acid; trifluoroacetic acid; In dichloromethane; benzene;

DOI:10.1021/jo050603z

Reference yield:

ethyl (1'R,2'S)-N-tert-butyloxycarbonyl-N-(1',2'-diphenyl-2'-hydroxyethyl)glycinate (112741-73-8) → (5R,6S)-5,6-diphenylmorpholin-2-one (282735-66-4)

Guidance literature:

Multi-step reaction with 2 steps

1.1: p-TsOH / benzene / Heating

2.1: TFA / CH₂Cl₂ / 3 h / 20 °C

2.2: 83 percent / triethylamine / CH₂Cl₂ / 0.33 h / 20 °C

With toluene-4-sulfonic acid; trifluoroacetic acid; In dichloromethane; benzene;

DOI:10.1021/jo050603z

upstream raw materials:

(2S,3R)-tert-butyl 6-oxo-2,3-diphenylmorpholine-4-carboxylate

ethyl (1'R,2'S)-N-(1',2'-diphenyl-2'-hydroxyethyl)glycinate

ethyl (1'R,2'S)-N-tert-butyloxycarbonyl-N-(1',2'-diphenyl-2'-hydroxyethyl)glycinate

Downstream raw materials:

C₄₈H₅₈Cl₂FN₃O₄Si

C₄₈H₅₈Cl₂FN₃O₄Si

C₄₃H₄₆Cl₂FN₃O₄

C₄₃H₄₄Cl₂FN₃O₄