(R)-MONOPHOS

Base Information

• Chemical Name: (R)-MONOPHOS
• CAS No.: 157488-65-8
• Molecular Formula: C₂₂H₁₈NO₂P
• Molecular Weight: 359.364
• Hs Code.: 2921499090
• Mol file: 157488-65-8.mol

Synonyms:N,N-Dimethyldinaphtho[2,1-d:1',2'-f][1,3,2]dioxaphosphepin-4-amine;

Chemical Property of (R)-MONOPHOS

Chemical Property:

• Melting Point: 190oC (dec.)
• Boiling Point: 548.673 °C at 760 mmHg
• PKA: 1.22±0.20(Predicted)
• Flash Point: 285.628 °C
• PSA: 35.29000
• LogP: 6.21970
• Storage Temp.: Inert atmosphere,Room Temperature
• Sensitive.: air sensitive

Purity/Quality:

98% ^*data from raw suppliers

(R)-(-)-(3,5-Dioxa-4-phosphacyclohepta[2,1-a;3,4-a'']dinaphthalen-4-yl)dimethylamine ^*data from reagent suppliers

Safty Information:

• Statements: 36/37/38
• Safety Statements: 26-36/37/39

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Uses: DSM MonoPhos Family of Highly Efficient Privileged Ligands

Technology Process of (R)-MONOPHOS

There total 2 articles about (R)-MONOPHOS 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: 98.0%

Hexamethylphosphorous triamide (1608-26-0) + 1,1'-bi-2-naphthol (602-09-5) → (±)-MonoPhos (157488-65-8,185449-80-3,345967-22-8)

Guidance literature:

With ammonium chloride; In benzene; for 12h; Heating;

DOI:10.1016/0957-4166(94)80032-4

Reference yield:

binaphthol chlorophosphite (137156-22-0,171878-71-0,155613-52-8) + dimethyl amine (124-40-3) → (±)-MonoPhos (157488-65-8,185449-80-3,345967-22-8)

Guidance literature:

With base; In tetrahydrofuran; Combinatorial reaction / High throughput screening (HTS);

DOI:10.1021/om300194k

Reference yield:

bis(1,5-cyclooctadiene)rhodium(I) tetrafluoroborate (35138-22-8) + (S)-(+)-(3,5-dioxa-4-phosphacyclohepta[2,1-a;3,4-a']-dinaphthalen-4-yl)dimethylamine (157488-65-8,185449-80-3,345967-22-8) + 1-(3-(diphenylphosphanyl)phenyl)urea (1158177-62-8) → [Rh(cyclooctadiene)((S)-(+)-(3,5-dioxa-4-phosphacyclohepta[2,1-a;3,4-a']-dinaphthalen-4-yl)dimethylamine)(P(C6H5)2C7H7N2O)]BF4 (1158177-81-1)

Guidance literature:

In dichloromethane-d2; 1:1:1 ratio; at 298 K; not isolated, detected by NMR;

DOI:10.1002/anie.200806177

upstream raw materials:

Hexamethylphosphorous triamide

1,1'-bi-2-naphthol

binaphthol chlorophosphite

dimethyl amine

Downstream raw materials:

[Rh(cyclooctadiene)((S)-(+)-(3,5-dioxa-4-phosphacyclohepta[2,1-a;3,4-a']-dinaphthalen-4-yl)dimethylamine)(P(C₆H₅)2C₇H₇N₂O)]BF₄

[Rh(cyclooctadiene)((S)-(+)-(3,5-dioxa-4-phosphacyclohepta[2,1-a;3,4-a']-dinaphthalen-4-yl)dimethylamine)(P(C₆H₅)3)]BF₄

Refernces

• 1、 Sole, Cristina,Bonet, Amadeu,De Vries, Andre H. M.,De Vries, Johannes G.,Lefort, Laurent,Gulyas, Henrik,Fernandez, Elena. "Influence of phosphoramidites in copper-catalyzed conjugate borylation reaction". . p. 7855 - 7861. Retrieved 2013/01/16.
• 2、 Hulst,De Vries,Feringa. "α-Phenylethylamine based chiral phospholidines; new agents for the determination of the enantiomeric excess of chiral alcohols, amines and thiols by means of 31P NMR". . p. 699 - 708. Retrieved 2007/10/02.