(1R,2S,5R)-(-)-menthyl phosphorodichloridite

Base Information

• Chemical Name: (1R,2S,5R)-(-)-menthyl phosphorodichloridite
• CAS No.: 95456-31-8
• Molecular Formula: C₁₀H₁₉Cl₂OP
• Molecular Weight: 257.14
• Mol file: 95456-31-8.mol

Synonyms:(1R,2S,5R)-(-)-menthyl phosphorodichloridite

Chemical Property of (1R,2S,5R)-(-)-menthyl phosphorodichloridite

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (1R,2S,5R)-(-)-menthyl phosphorodichloridite

There total 3 articles about (1R,2S,5R)-(-)-menthyl phosphorodichloridite 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: 100.0%

(-)-menthol (2216-51-5) → (1R,2S,5R)-(-)-menthyl phosphorodichloridite (95456-31-8)

Guidance literature:

With phosphorus trichloride; In tetrahydrofuran; for 1h; Ambient temperature;

DOI:10.1021/jo00077a072

Reference yield:

lithium (1R,2S,5R)-menthoxide → (1R,2S,5R)-(-)-menthyl phosphorodichloridite (95456-31-8)

Guidance literature:

With phosphorus trichloride;

DOI:10.1021/jo971004y

Reference yield:

(-)-menthol (2216-51-5) → di(1R,2S,5R)-menthyl phosphorochloridite (105449-76-1) + (1R,2S,5R)-(-)-menthyl phosphorodichloridite (95456-31-8)

Guidance literature:

With triethylamine; phosphorus trichloride; Inert atmosphere;

DOI:10.1002/ejic.200900304

upstream raw materials:

(-)-menthol

Downstream raw materials:

syn-9-(Menthyloxy)-9-phosphabicyclo<4.2.1>nona-2,4,7-trien

4-((1R,2S,5R)-2-Isopropyl-5-methyl-cyclohexyloxy)-3,5-dioxa-4-phospha-cyclohepta[2,1-a;3,4-a']dinaphthalene

C₁₉H₃₁O₂P

Refernces

• 1、 Brunel,Faure. "A new 3a1P NMR method for the enantiomeric excess determination of diols and secondary diamines with C2 symmetry". . p. 2353 - 2356. Retrieved 1995.
• 2、 Bauer, Sebastian,Tschirschwitz, Steffen,Loennecke, Peter,Frank, Rene,Kirchner, Barbara,Clarke, Matthew L.,Hey-Hawkins, Evamarie. "Enantiomerically pure bis(phosphanyl)carbaborane(12) compounds". experimental part. p. 2776 - 2788. Retrieved 2009/12/02.
• 3、 Monti, Chiara,Gennari, Cesare,Piarulli, Umberto,De Vries, Johannes G.,De Vries, Andre H. M.,Lefort, Laurent. "Rh-catalyzed asymmetric hydrogenation of prochiral olefins with a dynamic library of chiral TROPOS phosphorus ligands". . p. 6701 - 6717. Retrieved 2007/10/03.