[4-(4-Fluorophenyl)butyl]phosphinic acid

Base Information

• Chemical Name: [4-(4-Fluorophenyl)butyl]phosphinic acid
• CAS No.: 109635-75-8
• Molecular Formula: C10H14FO2P
• Molecular Weight: 216.192
• DSSTox Substance ID: DTXSID80579587
• Wikidata: Q82470155
• Mol file: 109635-75-8.mol

Synonyms:[4-(4-fluorophenyl)butyl]phosphinic acid;109635-75-8;SCHEMBL9353495;DTXSID80579587;OXHGJSHRJUEVHS-UHFFFAOYSA-N;[4-(4-Fluorophenyl)butyl](hydroxy)oxophosphanium

Chemical Property of [4-(4-Fluorophenyl)butyl]phosphinic acid

Chemical Property:

• XLogP3: 1.9
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 5
• Exact Mass: 215.06371981
• Heavy Atom Count: 14
• Complexity: 179

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=CC=C1CCCC[P+](=O)O)F

Technology Process of [4-(4-Fluorophenyl)butyl]phosphinic acid

There total 2 articles about [4-(4-Fluorophenyl)butyl]phosphinic acid 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:

1-(but-3-en-1-yl)-4-fluorobenzene (2248-13-7) → [4-(4-fluorophenyl)butyl]phosphinic acid (109635-75-8)

Guidance literature:

With sodium hypophosphite; 2,2'-azobis(isobutyronitrile); sulfuric acid; In ethanol; Yield given; Heating;

DOI:10.1021/jm00396a033

Reference yield:

→ [4-(4-fluorophenyl)butyl]phosphinic acid (109635-75-8)

Guidance literature:

Reference yield:

[4-(4-fluorophenyl)butyl]phosphinic acid (109635-75-8) → (S)-1-((S)-6-Amino-2-{[4-(4-fluoro-phenyl)-butyl]-hydroxy-phosphinoyloxy}-hexanoyl)-pyrrolidine-2-carboxylic acid

Guidance literature:

Multi-step reaction with 3 steps

1: DCC, DMAP / tetrahydrofuran / 2 h / Ambient temperature

2: NaIO₄ / dioxane; H₂O / 16 h

3: 88 percent / H₂ / Pd(OH)2/C / methanol / 3 h

With dmap; sodium periodate; hydrogen; dicyclohexyl-carbodiimide; palladium dihydroxide; In tetrahydrofuran; 1,4-dioxane; methanol; water;

DOI:10.1021/jm00396a033

upstream raw materials:

1-(but-3-en-1-yl)-4-fluorobenzene

Downstream raw materials:

(S)-1-((S)-6-Benzyloxycarbonylamino-2-{[4-(4-fluoro-phenyl)-butyl]-hydroxy-phosphinoyloxy}-hexanoyl)-pyrrolidine-2-carboxylic acid benzyl ester