(S)-3-((4R,5R)-4,5-Diphenyl-4,5-dihydro-isoxazol-3-yl)-3-hydroxy-propionitrile

Base Information

• Chemical Name: (S)-3-((4R,5R)-4,5-Diphenyl-4,5-dihydro-isoxazol-3-yl)-3-hydroxy-propionitrile
• CAS No.: 126458-86-4
• Molecular Formula: C₁₈H₁₆N₂O₂
• Molecular Weight: 292.337
• Mol file: 126458-86-4.mol

Synonyms:(S)-3-((4R,5R)-4,5-Diphenyl-4,5-dihydro-isoxazol-3-yl)-3-hydroxy-propionitrile

Chemical Property of (S)-3-((4R,5R)-4,5-Diphenyl-4,5-dihydro-isoxazol-3-yl)-3-hydroxy-propionitrile

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (S)-3-((4R,5R)-4,5-Diphenyl-4,5-dihydro-isoxazol-3-yl)-3-hydroxy-propionitrile

There total 6 articles about (S)-3-((4R,5R)-4,5-Diphenyl-4,5-dihydro-isoxazol-3-yl)-3-hydroxy-propionitrile 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: 80.0%

(4S,5S,5'R)-3'-Benzenesulfonyl-4,5-diphenyl-4,5,4',5'-tetrahydro-[3,5']biisoxazolyl (126458-83-1,126458-84-2) → (S)-3-((4R,5R)-4,5-Diphenyl-4,5-dihydro-isoxazol-3-yl)-3-hydroxy-propionitrile (126458-86-4)

Guidance literature:

With sodium hydroxide; potassium dihydrogenphosphate; sodium amalgam; In dichloromethane;

DOI:10.1021/jo00297a018

Reference yield: 48.0%

potassium cyanide (151-50-8) + (4S,5S)-3-(R)-Oxiranyl-4,5-diphenyl-4,5-dihydro-isoxazole (126458-72-8,126458-73-9,126900-42-3) → (R)-3-((4R,5R)-4,5-Diphenyl-4,5-dihydro-isoxazol-3-yl)-3-hydroxy-propionitrile (126458-86-4)

Guidance literature:

With magnesium sulfate; In dimethyl sulfoxide; at 48 - 52 ℃;

DOI:10.1021/jo00297a018

Reference yield:

3-Ethenyl-4,5-diphenyl-4,5-dihydroisoxazole (126458-66-0) → (R)-3-((4R,5R)-4,5-Diphenyl-4,5-dihydro-isoxazol-3-yl)-3-hydroxy-propionitrile (126458-86-4)

Guidance literature:

Multi-step reaction with 2 steps

1: AgNO₃ / tetrahydrofuran / 2 h / 50 - 55 °C / other reagent: K₂CO₃

2: 73 percent / 2percent Na-Hg, 2 M NaOH, 2 M KH₂PO₄ / CH₂Cl₂

With sodium hydroxide; potassium dihydrogenphosphate; sodium amalgam; silver nitrate; In tetrahydrofuran; dichloromethane;

DOI:10.1021/jo00297a018

upstream raw materials:

potassium cyanide

(4S,5S)-3-(R)-Oxiranyl-4,5-diphenyl-4,5-dihydro-isoxazole

3-Ethenyl-4,5-diphenyl-4,5-dihydroisoxazole

trans-4,5-dihydro-4,5-diphenyl-3-(phenylsulfonyl)isoxazole