2-Benzhydryloxirane

Base Information

• Chemical Name: 2-Benzhydryloxirane
• CAS No.: 15701-83-4
• Molecular Formula: C15H14O
• Molecular Weight: 210.276
• DSSTox Substance ID: DTXSID901311900
• Mol file: 15701-83-4.mol

Synonyms:2-(Diphenylmethyl)oxirane;15701-83-4;2-benzhydryloxirane;2-benzhydryl-oxirane;SCHEMBL244373;QEZITUGLJWMLCF-UHFFFAOYSA-N;1,1-Diphenyl-2,3-epoxy-propane;DTXSID901311900;EN300-1862464

Chemical Property of 2-Benzhydryloxirane

Chemical Property:

• XLogP3: 3.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 3
• Exact Mass: 210.104465066
• Heavy Atom Count: 16
• Complexity: 196

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: C1C(O1)C(C2=CC=CC=C2)C3=CC=CC=C3

Technology Process of 2-Benzhydryloxirane

There total 9 articles about 2-Benzhydryloxirane 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%

3,3-diphenylpropene (3542-14-1) → 1,1-diphenyl-2,3-epoxy-propan (15701-83-4)

Guidance literature:

With 3-chloro-benzenecarboperoxoic acid; In dichloromethane; at 20 ℃; for 24h;

DOI:10.1021/jm049021k

Reference yield: 71.4%

1,1-diphenyl-3-bromo-propan-2-ol (53780-27-1) → 1,1-diphenyl-2,3-epoxy-propan (15701-83-4)

Guidance literature:

With potassium carbonate; In methanol; at 20 ℃; for 0.166667h;

Reference yield:

N,N-dimethyl-3,3-diphenylpropan-1-amine (4646-55-3) → 1,1-diphenyl-2,3-epoxy-propan (15701-83-4)

Guidance literature:

Multi-step reaction with 3 steps

1: dihydrogen peroxide / water / 20 °C / Inert atmosphere

2: 80 - 180 °C / Neat (no solvent); Pyrolysis under reduced pressure

3: 3-chloro-benzenecarboperoxoic acid / dichloromethane / 20 °C / Cooling with ice; Inert atmosphere

With dihydrogen peroxide; 3-chloro-benzenecarboperoxoic acid; In dichloromethane; water;

DOI:10.1016/j.tetasy.2011.05.012

upstream raw materials:

3,3-diphenylpropene

Diphenylacetaldehyde

Diphenylmethane

N,N-dimethyl-3,3-diphenylpropan-1-amine

Downstream raw materials:

(2S)-2-benzhydryloxirane

(2S)-2-benzhydryl-3,6-dihydro-2H-pyran

(2R)-2-benzhydryl-3,6-dihydro-2H-pyran

(2R)-1,1-diphenylpent-4-en-2-ol

Refernces

• 1、 Gopishetty, Bhaskar,Gogoi, Sanjib,Dutta, Aloke K.. "An improved asymmetric synthetic route to a novel triple uptake inhibitor antidepressant (2S,4R,5R)-2-benzhydryl-5-((4-methoxybenzyl)amino)tetrahydro-2H- pyran-4-ol (D-142)". experimental part. p. 1081 - 1086. Retrieved 2011/10/04.
• 2、 -. "TRI-SUBSTITUED 2-BENZHYDRYL-5-BENZLAMINO-TETRAHYDRO-PYRAN-4-OL AND 6-BENZHYDRYL-4-BENZYLAMINO-TETRAHYDRO-PYRAN-3-OL ANALOGUES, AND NOVEL 3,6-DISUBSTITUTED PYRAN DERIVATIVES". Page/Page column 39-40; Sheet 6. . Retrieved 2008/06/13.