(5S)-5,6-Dihydro-6,6-dimethyl-5-phenyl-2H-1,4-oxazin-2-one

Base Information

• Chemical Name: (5S)-5,6-Dihydro-6,6-dimethyl-5-phenyl-2H-1,4-oxazin-2-one
• CAS No.: 723262-95-1
• Molecular Formula: C12H13 N O2
• Molecular Weight: 203.24
• Hs Code.: 2934999090
• DSSTox Substance ID: DTXSID90463701
• Nikkaji Number: J1.504.304K
• Wikidata: Q82288703
• Mol file: 723262-95-1.mol

Synonyms:723262-95-1;(5S)-5,6-Dihydro-6,6-dimethyl-5-phenyl-2H-1,4-oxazin-2-one;(S)-6,6-Dimethyl-5-phenyl-5,6-dihydro-2H-1,4-oxazin-2-one;(3S)-2,2-dimethyl-3-phenyl-3H-1,4-oxazin-6-one;DTXSID90463701;MFCD08276355;AKOS015842151;CS-0357496;D3259;T71268;A918292

Chemical Property of (5S)-5,6-Dihydro-6,6-dimethyl-5-phenyl-2H-1,4-oxazin-2-one

Chemical Property:

• Vapor Pressure: 0.00125mmHg at 25°C
• Melting Point: 86 °C
• Refractive Index: 1.556
• Boiling Point: 298.6°C at 760 mmHg
• Flash Point: 130.3°C
• PSA: 38.66000
• Density: 1.12g/cm³
• LogP: 1.56950
• XLogP3: 2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 203.094628657
• Heavy Atom Count: 15
• Complexity: 277

Purity/Quality:

97% ^*data from raw suppliers

(5S)-5,6-Dihydro-6,6-dimethyl-5-phenyl-2H-1,4-oxazin-2-one ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1(C(N=CC(=O)O1)C2=CC=CC=C2)C
• Isomeric SMILES: CC1([C@@H](N=CC(=O)O1)C2=CC=CC=C2)C

Technology Process of (5S)-5,6-Dihydro-6,6-dimethyl-5-phenyl-2H-1,4-oxazin-2-one

There total 4 articles about (5S)-5,6-Dihydro-6,6-dimethyl-5-phenyl-2H-1,4-oxazin-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: 7.0%

(S)-6,6-dimethyl-5-phenylmorpholin-2-one (723262-92-8) → (S)-6,6-dimethyl-5-phenyl-5,6-dihydro[1,4]oxazin-2-one (723262-95-1)

Guidance literature:

With lead(IV) acetate; In acetonitrile; at 20 ℃; for 2h;

DOI:10.1055/s-2004-815980

Reference yield:

(S)-Phenylglycine methyl ester (6591-61-3,24461-61-8,26682-99-5,37760-98-8) → (S)-6,6-dimethyl-5-phenyl-5,6-dihydro[1,4]oxazin-2-one (723262-95-1)

Guidance literature:

Multi-step reaction with 5 steps

1.1: 88 percent / acetonitrile / 0.5 h / 20 °C

2.1: tetrahydrofuran / 2 h / 20 °C

3.1: SOCl₂; MeOH / 1 h / 20 °C

4.1: propylene oxide / acetonitrile / 4 h / 80 °C

4.2: 75 percent / toluene / 15 h / Heating

5.1: 7 percent / Pb(OAc)4 / acetonitrile / 2 h / 20 °C

With lead(IV) acetate; methanol; thionyl chloride; methyloxirane; In tetrahydrofuran; acetonitrile;

DOI:10.1055/s-2004-815980

Reference yield:

N-tert-butoxycarbonyl-L-phenylglycine methyl ester (143978-88-5) → (S)-6,6-dimethyl-5-phenyl-5,6-dihydro[1,4]oxazin-2-one (723262-95-1)

Guidance literature:

Multi-step reaction with 4 steps

1.1: tetrahydrofuran / 2 h / 20 °C

2.1: SOCl₂; MeOH / 1 h / 20 °C

3.1: propylene oxide / acetonitrile / 4 h / 80 °C

3.2: 75 percent / toluene / 15 h / Heating

4.1: 7 percent / Pb(OAc)4 / acetonitrile / 2 h / 20 °C

With lead(IV) acetate; methanol; thionyl chloride; methyloxirane; In tetrahydrofuran; acetonitrile;

DOI:10.1055/s-2004-815980

upstream raw materials:

(S)-6,6-dimethyl-5-phenylmorpholin-2-one

(S)-Phenylglycine methyl ester

(1S)-1-amino-2-methyl-1-phenylpropan-2-ol

N-tert-butoxycarbonyl-L-phenylglycine methyl ester

Downstream raw materials:

(S)-(2-benzyloxy-3,5-dimethoxy-4-methylphenyl)-[(1S)-2-hydroxy-2-methyl-1-phenylpropylamino]acetic acid benzyl ester

N-{4-[(S)-benzylcarbamoyl-(S-2-hydroxy-2-methyl-1-phenylpropylamino)methyl]phenyl}benzamide

(S)-(2-hydroxy-3,5-dimethoxy-4-methylphenyl)-[(1S)-2-hydroxy-2-methyl-1-phenylpropylamino]acetic acid benzyl ester

N-{4-[(S)-benzylcarbamoyl(benzylideneamino)methyl]phenyl}benzamide