1-[(Diphenylphosphoryl)methyl]cycloheptan-1-ol

Base Information

• Chemical Name: 1-[(Diphenylphosphoryl)methyl]cycloheptan-1-ol
• CAS No.: 89358-61-2
• Molecular Formula: C₂₀H₂₅O₂P
• Molecular Weight: 328.391
• DSSTox Substance ID: DTXSID10527192
• Wikidata: Q82396325
• Mol file: 89358-61-2.mol

Synonyms:89358-61-2;((1-Hydroxycycloheptyl)methyl)diphenylphosphine oxide;1-[(Diphenylphosphoryl)methyl]cycloheptan-1-ol;DTXSID10527192

Chemical Property of 1-[(Diphenylphosphoryl)methyl]cycloheptan-1-ol

Chemical Property:

• XLogP3: 4.5
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 4
• Exact Mass: 328.15921703
• Heavy Atom Count: 23
• Complexity: 378

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CCCC(CC1)(CP(=O)(C2=CC=CC=C2)C3=CC=CC=C3)O

Technology Process of 1-[(Diphenylphosphoryl)methyl]cycloheptan-1-ol

There total 1 articles about 1-[(Diphenylphosphoryl)methyl]cycloheptan-1-ol 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:

diphenyl(methyl)phosphine oxide (2129-89-7) + cycloheptanone (502-42-1) → 1-(diphenylphosphinoylmethyl)cycloheptanol (89358-61-2)

Guidance literature:

With n-butyllithium; Yield given. Multistep reaction; 1.) THF, -78 deg C, 10 min, 2.) -78 deg C -> room temperature;

Reference yield: 70.0%

1-(diphenylphosphinoylmethyl)cycloheptanol (89358-61-2) → 1-(diphenylphosphinoylmethyl)cycloheptene (89358-60-1)

Guidance literature:

With trifluoroacetic acid; for 1h; Heating;

Reference yield:

1-(diphenylphosphinoylmethyl)cycloheptanol (89358-61-2) → (1R*,6R*,9R*,10R*)-10-Diphenylphosphinoyl-9-phenyl-9-trimethylsilyloxybicyclo[5.3.0]-8-oxadecane

Guidance literature:

Multi-step reaction with 4 steps

1: CF₃CO₂H

2: 1.) B₂H₆, 2.) NaOH, H₂O₂

3: 94 percent

4: 94 percent / LDA / tetrahydrofuran

With sodium hydroxide; dihydrogen peroxide; trifluoroacetic acid; diborane; lithium diisopropyl amide; In tetrahydrofuran;

DOI:10.1016/S0040-4039(00)78217-7

upstream raw materials:

diphenyl(methyl)phosphine oxide

cycloheptanone

Downstream raw materials:

1-(diphenylphosphinoylmethyl)cycloheptene

1-diphenylphosphinoylmethyl-8-oxybicyclo<5.1.0>octane