Isoxazole, 2,3-dihydro-3,5-diphenyl-2-(phenylmethyl)-

Base Information

• Chemical Name: Isoxazole, 2,3-dihydro-3,5-diphenyl-2-(phenylmethyl)-
• CAS No.: 294886-82-1
• Molecular Formula: C22H19NO
• Molecular Weight: 313.399
• DSSTox Substance ID: DTXSID50471509
• Nikkaji Number: J1.422.454H
• Mol file: 294886-82-1.mol

Synonyms:294886-82-1;2-benzyl-3,5-diphenyl-2,3-dihydroisoxazole;Isoxazole, 2,3-dihydro-3,5-diphenyl-2-(phenylmethyl)-;DTXSID50471509

Chemical Property of Isoxazole, 2,3-dihydro-3,5-diphenyl-2-(phenylmethyl)-

Chemical Property:

• XLogP3: 5.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 4
• Exact Mass: 313.146664230
• Heavy Atom Count: 24
• Complexity: 414

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)CN2C(C=C(O2)C3=CC=CC=C3)C4=CC=CC=C4

Technology Process of Isoxazole, 2,3-dihydro-3,5-diphenyl-2-(phenylmethyl)-

There total 16 articles about Isoxazole, 2,3-dihydro-3,5-diphenyl-2-(phenylmethyl)- 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: 96.0%

N-Benzylidenebenzylamine N-oxide (3376-26-9) + phenylacetylene (536-74-3) → 2-benzyl-3,5-diphenyl-2,3-dihydro-isoxazole (294886-82-1)

Guidance literature:

With In(hexamethyldisilazide)₂(trifluoromethanesulfonate); In tetrahydrofuran; at 40 ℃; for 18h;

DOI:10.1039/c4sc01332h

Reference yield: 95.0%

N-benzyl-N-(1,3-diphenylprop-2-yn-1-yl)hydroxylamine (294886-74-1) → 2-benzyl-3,5-diphenyl-2,3-dihydro-isoxazole (294886-82-1)

Guidance literature:

With dmap; zinc(II) iodide; In dichloromethane; at 20 ℃; Inert atmosphere;

DOI:10.1016/j.tetlet.2017.01.045

Reference yield: 88.0%

N-benzyl-N-(1,3-diphenylprop-2-yn-1-yl)hydroxylamine (294886-74-1) → [(2R*,3R*)-1-benzyl-3-phenylaziridin-2-yl](phenyl)methanone + 2-benzyl-3,5-diphenyl-2,3-dihydro-isoxazole (294886-82-1)

Guidance literature:

With silver tetrafluoroborate; copper(l) chloride; In dichloromethane; at 20 ℃; for 20h; diastereoselective reaction; Inert atmosphere;

DOI:10.1002/asia.201201180

upstream raw materials:

N-benzyl-N-(1,3-diphenylprop-2-yn-1-yl)hydroxylamine

syn-benzaldehyde oxime

N-Benzylidenebenzylamine N-oxide

benzaldehyde

Downstream raw materials:

(2R*,3S*)-2-benzoyl-1-benzyl-3-(phenyl)azidridine

(2S*,3S*)-2-benzoyl-1-benzyl-3-(phenyl)azidridine