S-4-oxide-4-hydroxy-2,6-bis(4-nitrophenyl)- Dinaphtho[2,1-d:1',2'-f][1,3,2]dioxaphosphepin

Base Information

• Chemical Name: S-4-oxide-4-hydroxy-2,6-bis(4-nitrophenyl)- Dinaphtho[2,1-d:1',2'-f][1,3,2]dioxaphosphepin
• CAS No.: 878111-16-1
• Molecular Formula: C₃₂H₁₉N₂O₈P
• Molecular Weight: 590.485
• Hs Code.: 2809200000
• Mol file: 878111-16-1.mol

Synonyms:S-4-oxide-4-hydroxy-2,6-bis(4-nitrophenyl)- Dinaphtho[2,1-d;S-3,3'-Bis(4-nitrophenyl)-1,1'-binaphthyl-2,2'-diyl hydrogenphosphate;(S)-3,3'-Bis(4-nitrophenyl)-1,1'-binapthyl-2,2'-diyl hydrogenphosphate;S-4-oxide-4-hydroxy-2,6-bis(4-nitrophenyl)- Dinaphtho[2,1-d:1',2'-f][1,3,2]dioxaphosphepin;(11bS)-4-Hydroxy-2,6-bis(4-nitrophenyl)-4-oxidedinaphtho[ 2,1-d:1',2'-f][1,3,2]dioxaphosphepin;(11bS)-4-Hydroxy-2,6-bis(4-nitrophenyl)dinaphtho[2,1-d:1',2'-f][1,3,2]dioxaphosphepine 4-oxide;Dinaphtho[2,1-d:1',2'-f][1,3,2]dioxaphosphepin, 4-hydroxy-2,6-bis(4-nitrophenyl)-, 4-oxide, (11bS)-;(11bS)-4-Hydroxy-2,6-bis(4-nitrophenyl)-4-oxidedinaphtho[ 2,1-d:1',2'-f][1,3,2]dioxaphosphepin,99%e.e.;(11bS)-4-Hydroxy-2,6-bis(4-nitrophenyl)-4-oxide-dinaphtho[2,1-d:1',2'-f][1,3,2]dioxaphosphepin, 98% (99% ee)

Chemical Property of S-4-oxide-4-hydroxy-2,6-bis(4-nitrophenyl)- Dinaphtho[2,1-d:1',2'-f][1,3,2]dioxaphosphepin

Chemical Property:

• PSA: 157.21000
• LogP: 9.72840

Purity/Quality:

98.5% ^*data from raw suppliers

(S)-3,3'-Bis(4-nitrophenyl)-1,1'-binapthyl-2,2'-diyl hydrogenphosphate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of S-4-oxide-4-hydroxy-2,6-bis(4-nitrophenyl)- Dinaphtho[2,1-d:1',2'-f][1,3,2]dioxaphosphepin

There total 5 articles about S-4-oxide-4-hydroxy-2,6-bis(4-nitrophenyl)- Dinaphtho[2,1-d:1',2'-f][1,3,2]dioxaphosphepin 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: 83.0%

(R)-3,3′-bis(4-nitrophenyl)-2,2′-dihydroxy-1,1′-dinaphthyl (791616-60-9,945852-58-4) → (R)-(-)-3,3'-bis(4-nitrophenyl)-1,1'-binaphthyl-2,2'-diyl hydrogen phosphate (695162-89-1,878111-16-1)

Guidance literature:

(R)-3,3′-bis(4-nitrophenyl)-2,2′-dihydroxy-1,1′-dinaphthyl; With pyridine; trichlorophosphate; at 20 ℃; for 3h;

With water; at 20 ℃; for 1h; Further stages.;

DOI:10.1021/ja0684803

Reference yield:

para-nitrophenyl bromide (586-78-7) → (R)-(-)-3,3'-bis(4-nitrophenyl)-1,1'-binaphthyl-2,2'-diyl hydrogen phosphate (695162-89-1,878111-16-1)

Guidance literature:

Multi-step reaction with 3 steps

1.1: Ba(OH)2*8H₂O / Pd(PPh₃)4 / dioxane; H₂O / 25 h / Heating

2.1: 2.18 g / BBr₃ / CH₂Cl₂ / 9.5 h / 20 °C

3.1: phosphorus oxychloride; pyridine / 3 h / 20 °C

3.2: 83 percent / H₂O / 1 h / 20 °C

With pyridine; barium dihydroxide; boron tribromide; trichlorophosphate; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In 1,4-dioxane; dichloromethane; water; 1.1: Suzuki-Miyaura coupling;

DOI:10.1021/ja0684803

Reference yield:

(R)-3,3'-bis(dihydroxyborane)-2,2'-dimethoxy-1,1'-binaphthyl → (R)-(-)-3,3'-bis(4-nitrophenyl)-1,1'-binaphthyl-2,2'-diyl hydrogen phosphate (695162-89-1,878111-16-1)

Guidance literature:

Multi-step reaction with 3 steps

1.1: Ba(OH)2*8H₂O / Pd(PPh₃)4 / dioxane; H₂O / 25 h / Heating

2.1: 2.18 g / BBr₃ / CH₂Cl₂ / 9.5 h / 20 °C

3.1: phosphorus oxychloride; pyridine / 3 h / 20 °C

3.2: 83 percent / H₂O / 1 h / 20 °C

With pyridine; barium dihydroxide; boron tribromide; trichlorophosphate; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In 1,4-dioxane; dichloromethane; water; 1.1: Suzuki-Miyaura coupling;

DOI:10.1021/ja0684803

upstream raw materials:

(R)-3,3′-bis(4-nitrophenyl)-2,2′-dihydroxy-1,1′-dinaphthyl

para-nitrophenyl bromide

Refernces

• 1、 Yamanaka, Masahiro,Itoh, Junji,Fuchibe, Kohei,Akiyama, Takahiko. "Chiral Bronsted acid catalyzed enantioselective Mannich-type reaction". . p. 6756 - 6764. Retrieved 2008/02/06.
• 2、 -. "ASYMMETRIC-SYNTHESIS CATALYST BASED ON CHIRAL BROENSTED ACID AND METHOD OF ASYMMETRIC SYNTHESIS WITH THE CATALYST". Page/Page column 24. . Retrieved 2010/11/08.