4-Hydroxyphenytoin, (S)-

Base Information

• Chemical Name: 4-Hydroxyphenytoin, (S)-
• CAS No.: 57496-20-5
• Molecular Formula: C₁₅H₁₂N₂O₃
• Molecular Weight: 268.272
• UNII: NJ1YQ8177I
• DSSTox Substance ID: DTXSID80206104
• Nikkaji Number: J322.550J
• Wikidata: Q27284887
• Mol file: 57496-20-5.mol

Synonyms:4'-HPPH;4-HppH;5-(4'-hydroxyphenyl)-5-phenylhydantoin;5-(4-hydroxyphenyl)-5-phenylhydantoin;hydroxyphenytoin;hydroxyphenytoin, (+-)-isomer;hydroxyphenytoin, (R)-isomer;hydroxyphenytoin, (S)-isomer;hydroxyphenytoin, 11C-labeled

Chemical Property of 4-Hydroxyphenytoin, (S)-

Chemical Property:

• XLogP3: 2.1
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 268.08479225
• Heavy Atom Count: 20
• Complexity: 398

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)C2(C(=O)NC(=O)N2)C3=CC=C(C=C3)O
• Isomeric SMILES: C1=CC=C(C=C1)[C@@]2(C(=O)NC(=O)N2)C3=CC=C(C=C3)O

Technology Process of 4-Hydroxyphenytoin, (S)-

There total 3 articles about 4-Hydroxyphenytoin, (S)- 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: 59.0%

5-(4-hydroxyphenyl)-5-phenylhydantoin (2784-27-2,57464-82-1) → 4'-(S)-hydroxyphenytoin (57496-20-5,57464-82-1)

Guidance literature:

With sodium hydroxide; brucine; In methanol; Heating;

DOI:10.1016/j.tetasy.2004.07.007

Reference yield:

5-(4-methoxyphenyl)-5-phenylimidazolidine-2,4-dione (17816-50-1) → 4'-(S)-hydroxyphenytoin (57496-20-5,57464-82-1)

Guidance literature:

Multi-step reaction with 2 steps

1: 100 percent / AlCl₃ / various solvent(s) / 2 h / 20 °C

2: 59 percent / brucine; NaOH / methanol / Heating

With sodium hydroxide; aluminium trichloride; brucine; In methanol;

DOI:10.1016/j.tetasy.2004.07.007

Reference yield:

4-Hydroxybenzophenone (1137-42-4) → 4'-(S)-hydroxyphenytoin (57496-20-5,57464-82-1)

Guidance literature:

Multi-step reaction with 2 steps

1: 44 percent / KCN / ethanol; H₂O / 18 h / 120 °C

2: 59 percent / brucine; NaOH / methanol / Heating

With potassium cyanide; sodium hydroxide; brucine; In methanol; ethanol; water;

DOI:10.1016/j.tetasy.2004.07.007

upstream raw materials:

5-(4-hydroxyphenyl)-5-phenylhydantoin

5-(4-methoxyphenyl)-5-phenylimidazolidine-2,4-dione

4-Hydroxybenzophenone