Phenylphosphonous acid bis[(1R,2S,5R)-5β-methyl-2α-(1-methylethyl)cyclohexyl] ester

Base Information

• Chemical Name: Phenylphosphonous acid bis[(1R,2S,5R)-5β-methyl-2α-(1-methylethyl)cyclohexyl] ester
• CAS No.: 58359-50-5
• Molecular Formula: C26H43O2P
• Molecular Weight: 418.6
• Mol file: 58359-50-5.mol

Synonyms:Phenylphosphonous acid bis[(1R,2S,5R)-5β-methyl-2α-(1-methylethyl)cyclohexyl] ester

Chemical Property of Phenylphosphonous acid bis[(1R,2S,5R)-5β-methyl-2α-(1-methylethyl)cyclohexyl] ester

Chemical Property:

• PSA: 32.05000
• LogP: 7.57860

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of Phenylphosphonous acid bis[(1R,2S,5R)-5β-methyl-2α-(1-methylethyl)cyclohexyl] ester

There total 1 articles about Phenylphosphonous acid bis[(1R,2S,5R)-5β-methyl-2α-(1-methylethyl)cyclohexyl] ester 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: 76.0%

(-)-menthol (2216-51-5) + Dichlorophenylphosphine (644-97-3) → di-O,O-menthyl phenylphosphonite (58359-50-5)

Guidance literature:

With triethylamine; In toluene; 0 deg C, 80 deg C, 1 h then 100 deg C, 12 h;

DOI:10.1016/S0022-328X(97)00568-8

Reference yield: 82.0%

di-O,O-menthyl phenylphosphonite (58359-50-5) + tert.-butyl lithium (594-19-4) → [(SP,1R,2S,5R)-(-)-menthyl-O]tert-butyl-phenylphosphinite (207605-95-6,105449-73-8)

Guidance literature:

In diethyl ether; benzene; at -40 ℃; for 16h;

DOI:10.1016/0022-328X(86)80033-X

Reference yield: 77.0%

di-O,O-menthyl phenylphosphonite (58359-50-5) + isopropyllithium (1888-75-1) → phenyl-isopropyl-O-menthylphosphinit (105499-75-0,87172-37-0,62376-13-0)

Guidance literature:

In diethyl ether; benzene; at -40 ℃; for 16h;

DOI:10.1016/0022-328X(86)80033-X

upstream raw materials:

(-)-menthol

Dichlorophenylphosphine

Downstream raw materials:

phenyl-isopropyl-O-menthylphosphinit

diethyl-phenyl-phosphine

[(SP,1R,2S,5R)-(-)-menthyl-O]tert-butyl-phenylphosphinite

diallyl-phenyl-phosphane

Refernces

• 1、 Bredikhin,Eliseenkova,Tarasova,Voskresenskaya,Balandina,Dobrynin,Latypov,Litvinov,Sharafutdinova,Efremov. "Nonracemic menthyl phosphorylacetates". . p. 290 - 297. Retrieved 2008/03/12.