[[(1R,5S)-6,6-dimethylbicyclo[3.1.1]hept-2-en-2-yl]methyl]diphenylphosphine oxide

Base Information

• Chemical Name: [[(1R,5S)-6,6-dimethylbicyclo[3.1.1]hept-2-en-2-yl]methyl]diphenylphosphine oxide
• CAS No.: 869290-47-1
• Molecular Formula: C₂₂H₂₅OP
• Molecular Weight: 336.414
• Mol file: 869290-47-1.mol

Synonyms:[[(1R,5S)-6,6-dimethylbicyclo[3.1.1]hept-2-en-2-yl]methyl]diphenylphosphine oxide

Chemical Property of [[(1R,5S)-6,6-dimethylbicyclo[3.1.1]hept-2-en-2-yl]methyl]diphenylphosphine oxide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of [[(1R,5S)-6,6-dimethylbicyclo[3.1.1]hept-2-en-2-yl]methyl]diphenylphosphine oxide

There total 1 articles about [[(1R,5S)-6,6-dimethylbicyclo[3.1.1]hept-2-en-2-yl]methyl]diphenylphosphine oxide 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:

6,6-dimethyl-2-methylene-bicyclo[3.1.1]heptan-3-ol (19894-98-5) + chloro-diphenylphosphine (1079-66-9,74391-44-9) → [[(1R,5S)-6,6-dimethylbicyclo[3.1.1]hept-2-en-2-yl]methyl]diphenylphosphine oxide (869290-47-1)

Guidance literature:

With dmap; In toluene; at 80 ℃; for 6h;

DOI:10.1016/j.tetasy.2004.05.045

Reference yield:

dimethylsulfide borane complex (13292-87-0) + [[(1R,5S)-6,6-dimethylbicyclo[3.1.1]hept-2-en-2-yl]methyl]diphenylphosphine oxide (869290-47-1) → (1S,2R,3S,5R)-2-[(diphenylphosphinoyl)methyl]-6,6-dimethylbicyclo[3.1.1]heptan-3-ol (768402-54-6)

Guidance literature:

dimethylsulfide borane complex; [[(1R,5S)-6,6-dimethylbicyclo[3.1.1]hept-2-en-2-yl]methyl]diphenylphosphine oxide; at 50 ℃; for 6h;

With methanol; for 4h;

With 3-chloro-benzenecarboperoxoic acid; In dichloromethane; at 15 ℃; for 1h; Cooling with acetone-dry ice;

Reference yield:

[[(1R,5S)-6,6-dimethylbicyclo[3.1.1]hept-2-en-2-yl]methyl]diphenylphosphine oxide (869290-47-1) → (1S,2R,3S,5R)-2-[(diphenylphosphinoyl)methyl]-6,6-dimethylbicyclo[3.1.1]heptan-3-ol (768402-54-6)

Guidance literature:

[[(1R,5S)-6,6-dimethylbicyclo[3.1.1]hept-2-en-2-yl]methyl]diphenylphosphine oxide; With dimethylsulfide borane complex; In toluene; at 50 ℃; for 6h;

With 3-chloro-benzenecarboperoxoic acid; In dichloromethane; at 10 - 15 ℃;

DOI:10.1016/j.tetasy.2004.05.045

upstream raw materials:

6,6-dimethyl-2-methylene-bicyclo[3.1.1]heptan-3-ol

chloro-diphenylphosphine

Downstream raw materials:

(1S,2R,3S,5R)-2-[(diphenylphosphinoyl)methyl]-6,6-dimethylbicyclo[3.1.1]heptan-3-ol

(1S,2R,3S,5R)-2-[(dicyclohexylphosphinoyl)methyl]-6,6-dimethylbicyclo[3.1.1]heptan-3-ol