(S)-VAPOL phosphoric acid, (S)-2,2μ-Diphenyl-3,3μ-biphenanthryl-4,4μ-diyl phosphate, (S)-18-Hydroxy-8,9-diphenyl-diphenanthro[4,3-d:3μ,4μ-f][1,3,2]dioxaphosphepin-18-oxide

Base Information

• Chemical Name: (S)-VAPOL phosphoric acid, (S)-2,2μ-Diphenyl-3,3μ-biphenanthryl-4,4μ-diyl phosphate, (S)-18-Hydroxy-8,9-diphenyl-diphenanthro[4,3-d:3μ,4μ-f][1,3,2]dioxaphosphepin-18-oxide
• CAS No.: 871130-17-5
• Molecular Formula: C₄₀H₂₅O₄P
• Molecular Weight: 600.61
• Hs Code.: 29349990
• Mol file: 871130-17-5.mol

Synonyms:(S)-VAPOLhydrogen phosphate

Chemical Property of (S)-VAPOL phosphoric acid, (S)-2,2μ-Diphenyl-3,3μ-biphenanthryl-4,4μ-diyl phosphate, (S)-18-Hydroxy-8,9-diphenyl-diphenanthro[4,3-d:3μ,4μ-f][1,3,2]dioxaphosphepin-18-oxide

Chemical Property:

• Melting Point: >400 °C
• PKA: 1.13±0.20(Predicted)
• PSA: 65.57000
• Density: 1.44±0.1 g/cm3(Predicted)
• LogP: 11.17200
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C

Purity/Quality:

98%,99%, ^*data from raw suppliers

^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: Catalyst for:Benzoyloxylation of (aryl)oxindoles with benzoyl peroxideEnantioselective synthesis of homoaldols and cyclic acetals via kinetic resoln of homoaldolsDesymmetrization of mono- and bicyclic N-acyl meso-aziridines by ring openingHighly enantioselective addition of imides to imines to give aminalsFriedel-Crafts reaction of pyrroles with benzylidenebenzamides

Technology Process of (S)-VAPOL phosphoric acid, (S)-2,2μ-Diphenyl-3,3μ-biphenanthryl-4,4μ-diyl phosphate, (S)-18-Hydroxy-8,9-diphenyl-diphenanthro[4,3-d:3μ,4μ-f][1,3,2]dioxaphosphepin-18-oxide

There total 6 articles about (S)-VAPOL phosphoric acid, (S)-2,2μ-Diphenyl-3,3μ-biphenanthryl-4,4μ-diyl phosphate, (S)-18-Hydroxy-8,9-diphenyl-diphenanthro[4,3-d:3μ,4μ-f][1,3,2]dioxaphosphepin-18-oxide 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:

phenylacetylene (536-74-3) → rac-VAPOL hydrogen phosphate (175223-69-5,871130-17-5,871130-18-6)

Guidance literature:

Multi-step reaction with 3 steps

1: 2.) Ac₂O, Et₃N, 3.) AlCl₃, EtSH

2: 89 percent / air / 34 h / 190 °C

3: 1.) POCl₃, pyridine, 2.) H₂O, 3.) 6 N aq. HCl

With pyridine; hydrogenchloride; aluminium trichloride; air; water; acetic anhydride; triethylamine; ethanethiol; trichlorophosphate;

DOI:10.1021/ja952018t

Reference yield:

Acetic acid 4-methoxy-2-phenyl-phenanthren-1-yl ester (175223-47-9) → rac-VAPOL hydrogen phosphate (175223-69-5,871130-17-5,871130-18-6)

Guidance literature:

Multi-step reaction with 3 steps

1: 96 percent / AlCl₃, EtSH / CH₂Cl₂ / 4.5 h / 25 °C

2: 89 percent / air / 34 h / 190 °C

3: 1.) POCl₃, pyridine, 2.) H₂O, 3.) 6 N aq. HCl

With pyridine; hydrogenchloride; aluminium trichloride; air; water; ethanethiol; trichlorophosphate; In dichloromethane;

DOI:10.1021/ja952018t

Reference yield:

rac-2,2'-diphenyl-[3,3'-biphenanthrene]-4,4'-diol (147702-15-6,147702-16-7,200810-26-0) → rac-VAPOL hydrogen phosphate (175223-69-5,871130-17-5,871130-18-6)

Guidance literature:

With pyridine; hydrogenchloride; water; trichlorophosphate; Yield given. Multistep reaction;

DOI:10.1021/ja952018t

upstream raw materials:

rac-2,2'-diphenyl-[3,3'-biphenanthrene]-4,4'-diol

phenylacetylene

2-phenyl-4-phenanthrol

Acetic acid 4-methoxy-2-phenyl-phenanthren-1-yl ester

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