S-3,3'-Bis(phenyl)-1,1'-binaphthyl-2,2'-diyl hydrogenphosphate

Base Information

• Chemical Name: S-3,3'-Bis(phenyl)-1,1'-binaphthyl-2,2'-diyl hydrogenphosphate
• CAS No.: 874948-59-1
• Molecular Formula: C₃₂H₂₁O₄P
• Molecular Weight: 500.49
• Mol file: 874948-59-1.mol

Synonyms:SF110072;PubChem ID: 12151052;(S)-3,3'-Diphenyl-1,1'-binaphthyl-2,2'-diyl Hydrogen Phosphate;S-3,3'-Bis(phenyl)-1,1'-binaphthyl-2,2'-diyl hydrogenphosphate;(S)-2,2'-Dihydroxy-3,3'-diphenyl-1,1'-binaphthalene cyclic phosphate;(S)-3,3'-Diphenyl-1,1'-binaphthyl-2,2'-diyl Hydrogen Phosphate,99%e.e.;(11bS)-4-Hydroxy-2,6-diphenyldinaphtho[2,1-d:1',2'-f][1,3,2]dioxaphosphepine 4-oxide;(11bS)-4-Hydroxy-2,6-diphenyl-4-oxide-dinaphtho[2,1-d:1',2'-f][1,3,2]dioxaphosphepin;Dinaphtho[2,1-d:1',2'-f][1,3,2]dioxaphosphepin, 4-hydroxy-2,6-diphenyl-, 4-oxide, (11bS)-;(11BS)-4-HYDROXY-2,6-DIPHENYL-4-OXIDE-DINAPHTHO[2,1-D:1',2'-F][1,3,2]DIOXAPHOSPHEPIN,98%,(99%EE)

Chemical Property of S-3,3'-Bis(phenyl)-1,1'-binaphthyl-2,2'-diyl hydrogenphosphate

Chemical Property:

• Boiling Point: 755.1±70.0 °C(Predicted)
• PKA: 1.12±0.20(Predicted)
• PSA: 65.57000
• Density: 1.43±0.1 g/cm3(Predicted)
• LogP: 8.86560
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C

Purity/Quality:

98% ^*data from raw suppliers

(11bS)-4-Hydroxy-2,6-diphenyl-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:

Technology Process of S-3,3'-Bis(phenyl)-1,1'-binaphthyl-2,2'-diyl hydrogenphosphate

There total 19 articles about S-3,3'-Bis(phenyl)-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: 93.0%

(R)-3,3'-dibromo-1,1'-binaphthalene-2,2'-diyl phosphoric acid (861909-33-3,1644121-35-6) + phenylboronic acid (98-80-6) → (Ra)-4-hydroxy-2,6-diphenyldinaphtho[1,3,2]dioxaphosphepine 4-oxide (874948-59-1,695162-86-8)

Guidance literature:

With dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; potassium carbonate; In 1,2-dimethoxyethane; at 85 ℃; for 48h; Inert atmosphere;

DOI:10.1002/ejoc.201100328

Reference yield: 90.0%

(Ra)-4-chloro-2,6-diphenyldinaphtho[1,3,2]dioxaphosphepine 4-oxide → (Ra)-4-hydroxy-2,6-diphenyldinaphtho[1,3,2]dioxaphosphepine 4-oxide (874948-59-1,695162-86-8)

Guidance literature:

With pyridine; In water; at 100 ℃; Inert atmosphere;

DOI:10.1002/anie.201303527

Reference yield: 75.0%

(S)-3,3'-diphenyl-2,2'-dihydroxy-1,1'-binaphthyl (75640-70-9,75684-93-4,102490-05-1,129301-81-1) → (S)-(-)-3,3’-bisphenyl-1,1’-bi-2-naphthyl phosphoric acid (874948-59-1,695162-86-8)

Guidance literature:

(S)-3,3'-diphenyl-2,2'-dihydroxy-1,1'-binaphthyl; With pyridine; trichlorophosphate; for 5h; Inert atmosphere;

With water; In pyridine; for 0.5h;

DOI:10.1021/ol901114f

upstream raw materials:

(R)-(+)-3,3'-diphenyl-[1,1'-binaphthalene]-2,2'-diol

(R)-3,3'-dibromo-1,1'-binaphthalene-2,2'-diyl phosphoric acid

phenylboronic acid

(R)-2,2'-dimethoxy-1,1'-dinaphthyl

Refernces

• 1、 -. "INHIBITORS OF GLUCOSE TRANSPORTERS (GLUTS)". Page/Page column 58-59. . Retrieved 2020/03/29.
• 2、 Yurino, Taiga,Aota, Yusuke,Asakawa, Daisuke,Kano, Taichi,Maruoka, Keiji. "N-Boc-aminals as easily accessible precursors for less accessible N-Boc-imines: Facile synthesis of optically active propargylamine derivatives using Mannich-type reactions". . p. 3687 - 3700. Retrieved 2016/06/06.