R-3,3'-bis((3,5-bis(trifluoroMethyl)phenyl)-5,5',6,6',7,7',8,8'-octahydro-1,1'-binaphthyl-2,2'-diyl hydrogenphosphate

Base Information

• Chemical Name: R-3,3'-bis((3,5-bis(trifluoroMethyl)phenyl)-5,5',6,6',7,7',8,8'-octahydro-1,1'-binaphthyl-2,2'-diyl hydrogenphosphate
• CAS No.: 1011465-24-9
• Molecular Formula: C₃₆H₂₅F₁₂O₄P
• Molecular Weight: 780.547
• Mol file: 1011465-24-9.mol

Synonyms:PubChem ID: 23110722;R-3,3'-bis((3,5-bis(trifluoroMethyl)phenyl)-5,5',6,6',7,7',8,8'-octahydro-1,1'-binaphthyl-2,2'-diyl hydrogenphosphate;(R)-3,3'-Bis[3,5-bis(trifluoromethyl)phenyl]- 5,5',6,6',7,7',8,8'-octahydro-1,1'-binaphthyl-2,2'-diyl Hydrogen Phosphate,99%e.e.;(11bR)-2,6-Bis[3,5-bis(trifluoromethyl)phenyl]-8,9,10,11,12,13,14,15-octahydro-4-hydroxy-4-oxide-dinaphtho[2,1-d:1',2'-f][1,3,2]dioxaphosphepin;Dinaphtho[2,1-d:1',2'-f][1,3,2]dioxaphosphepin, 2,6-bis[3,5-bis(trifluoromethyl)phenyl]-8,9,10,11,12,13,14,15-octahydro-4-hydroxy-, 4-oxide, (11bR)-;(11BR)-2,6-BIS[3,5-BIS(TRIFLUOROMETHYL)PHENYL]-8,9,10,11,12,13,14,15-OCTAHYDRO-4-HYDROXY-4-OXIDE-DINAPHTHO[2,1-D:1',2'-F][1,3,2]DIOXAPHOSPHEPIN,98%,(99%EE)

Chemical Property of R-3,3'-bis((3,5-bis(trifluoroMethyl)phenyl)-5,5',6,6',7,7',8,8'-octahydro-1,1'-binaphthyl-2,2'-diyl hydrogenphosphate

Chemical Property:

• Melting Point: 167-169 °C
• Boiling Point: 714.4±70.0 °C(Predicted)
• PKA: 1.09±0.20(Predicted)
• PSA: 65.57000
• Density: 1.57±0.1 g/cm3(Predicted)
• LogP: 12.94080

Purity/Quality:

99% ^*data from raw suppliers

(11bR)-2,6-Bis[3,5-bis(trifluoromethyl)phenyl]-8,9,10,11,12,13,14,15-octahydro-4-hydroxy-4-oxide-dinaphtho[2,1-d:1',2'-f][1,3,2]dioxaphosphepin, 98%, (99% ee) ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Use Description: R-3,3'-bis((3,5-bis(trifluoromethyl)phenyl)-5,5',6,6',7,7',8,8'-octahydro-1,1'-binaphthyl-2,2'-diyl hydrogenphosphate is a complex chemical compound with applications in various fields. In the field of asymmetric synthesis and catalysis, it serves as a chiral ligand, playing a critical role in enantioselective reactions. Its unique chemical structure imparts chirality, enabling it to selectively control the formation of specific enantiomers in chemical reactions. This makes it valuable in the production of optically active compounds used in pharmaceuticals and agrochemicals. Additionally, in the field of materials science, it may find use as a chiral additive in the fabrication of advanced materials with specific optical properties. Its significance varies within these fields, but it consistently plays a pivotal role in advancing asymmetric synthesis, catalyst development, and materials innovation, particularly in the creation of enantiomerically pure compounds.

Technology Process of R-3,3'-bis((3,5-bis(trifluoroMethyl)phenyl)-5,5',6,6',7,7',8,8'-octahydro-1,1'-binaphthyl-2,2'-diyl hydrogenphosphate

There total 3 articles about R-3,3'-bis((3,5-bis(trifluoroMethyl)phenyl)-5,5',6,6',7,7',8,8'-octahydro-1,1'-binaphthyl-2,2'-diyl hydrogenphosphate 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: 99.9%

(R)-3,3'-bis-(3,5-bis-trifluoromethylphenyl)-5,6,7,8,5',6',7',8'-octahydro-[1,1']binaphthalenyl-2,2'-diol (1228600-99-4) → (R)-3,3'-bis[3,5-di(trifluoromethyl)phenyl]-5,5',6,6',7,7',8,8'-octahydro-1,1'-binaphthyl-2,2'-diylphosphoric acid (1011465-24-9,2229836-07-9)

Guidance literature:

(R)-3,3'-bis-(3,5-bis-trifluoromethylphenyl)-5,6,7,8,5',6',7',8'-octahydro-[1,1']binaphthalenyl-2,2'-diol; With pyridine; trichlorophosphate; at 80 ℃; for 1.5h;

With water; at 40 ℃; for 0.166667h;

With hydrogenchloride; at 100 ℃; for 0.0833333h; Further stages.;

DOI:10.1016/j.tet.2007.11.067

Reference yield: 98.0%

(R)-3,3'-bis[3,5-di(trifluoromethyl)phenyl]-1,1'-binaphthyl phosphate → (R)-3,3'-bis[3,5-di(trifluoromethyl)phenyl]-5,5',6,6',7,7',8,8'-octahydro-1,1'-binaphthyl-2,2'-diylphosphoric acid (1011465-24-9,2229836-07-9)

Guidance literature:

With platinum (IV) oxide; hydrogen; In methanol; dichloromethane; at 20 ℃; for 17h; under 760.051 Torr; chemoselective reaction; Sealed tube;

DOI:10.1021/acs.orglett.5b01754

Reference yield:

C36H24ClF12O3P → (R)-3,3'-bis[3,5-di(trifluoromethyl)phenyl]-5,5',6,6',7,7',8,8'-octahydro-1,1'-binaphthyl-2,2'-diylphosphoric acid (1011465-24-9,2229836-07-9)

Guidance literature:

Acidic aq. solution;

DOI:10.1002/ejoc.200700980

upstream raw materials:

(R)-3,3'-bis-(3,5-bis-trifluoromethylphenyl)-5,6,7,8,5',6',7',8'-octahydro-[1,1']binaphthalenyl-2,2'-diol

Refernces

• 1、 Tay, Jia-Hui,Arguelles, Alonso J.,Nagorny, Pavel. "Direct Interconversion of BINOL and H8-BINOL-Based Chiral Br?nsted Acids Using Single-Step Red/Ox Manipulations". . p. 3774 - 3777. Retrieved 2015.
• 2、 Bartoszek, Michael,Beller, Matthias,Deutsch, Jens,Klawonn, Markus,K?ckritz, Angela,Nemati, Navid,Pews-Davtyan, Anahit. "A convenient protocol for the synthesis of axially chiral Br?nsted acids". . p. 1316 - 1322. Retrieved 2008/09/17.