S-3,3'-Bis(9-anthracenyl)-1,1'-binaphthyl-2,2'-diyl hydrogenphosphate

Base Information

• Chemical Name: S-3,3'-Bis(9-anthracenyl)-1,1'-binaphthyl-2,2'-diyl hydrogenphosphate
• CAS No.: 361342-51-0
• Molecular Formula: C48H29O4P
• Molecular Weight: 700.72
• Hs Code.: 2909499000
• European Community (EC) Number: 636-848-9,687-035-0
• Nikkaji Number: J1.985.696H,J2.511.654B,J2.826.867J,J2.198.037D,J1.769.210K,J2.333.348A
• Mol file: 361342-51-0.mol

Synonyms:361342-52-1;361342-51-0;S-3,3'-Bis(9-anthracenyl)-1,1'-binaphthyl-2,2'-diyl hydrogenphosphate;(S)-3,3'-BIs(anthracenyl-9-yl)-1,1'-binapthyl-2,2'-diyl hydrogenphosphate;(11br)-2,6-Di(anthracen-9-yl)-4-hydroxydinaphtho[2,1-d:1',2'-f][1,3,2]dioxaphosphepine 4-oxide;(R)-3,3'-Bis(anthracenyl-9-yl)-1,1'-binapthyl-2,2'-diyl hydrogenphosphate;C48H29O4P;(S)-3,3'-Bis(9-anthracenyl)-1,1'-binaphthyl-2,2'-diyl hydrogenphosphate;2,6-di(anthracen-9-yl)-4-hydroxydinaphtho[2,1-d:1',2'-f][1,3,2]dioxaphosphepine 4-oxide;(R)-3,3'-Bis(9-anthracenyl)-1,1'-binaphthyl-2,2'-diyl hydrogenphosphate;(S)-3,3/'-Bis(9-anthryl)-1,1/'-binaphthalene-2,2/'-diyl hydrogen phosphate;10,16-di(anthracen-9-yl)-13-hydroxy-12,14-dioxa-13lambda5-phosphapentacyclo[13.8.0.02,11.03,8.018,23]tricosa-1(15),2(11),3,5,7,9,16,18,20,22-decaene 13-oxide;1100298-33-6;10,16-di(anthracen-9-yl)-13-hydroxy-12,14-dioxa-13$l^{5-phosphapentacyclo[13.8.0.0^{2,11.0^{3,8.0^{18,23]tricosa-1(15),2(11),3,5,7,9,16,18,20,22-decaene 13-oxide;SCHEMBL296149;QYJHYRSRVCOHMY-UHFFFAOYSA-N;CS-B0725;MFCD11045406;AS-72600;CS-0031667;FT-0701409;C13304;D77215;J-524232;1,1'-Bi(3-(9-anthracenyl)naphthalene)-2,2'-diol 2,2'-phosphate;(aR)-2,6-Di(9-anthryl)-4-hydroxydinaphtho[2,1-d:1',2'-f][1,3,2]dioxaphosphepin 4-oxide;(aS)-2,6-Di(9-anthryl)-4-hydroxydinaphtho[2,1-d:1',2'-f][1,3,2]dioxaphosphepin 4-oxide;2,6-Di(9-anthryl)-4-hydroxydinaphtho[2,1-d:1',2'-f][1,3,2]dioxaphosphepin 4-oxide;Phosphoric acid (aR)-3,3'-di(9-anthryl)-1,1'-binaphthalene-2,2'-diyl ester;Phosphoric acid (aS)-3,3'-di(9-anthryl)-1,1'-binaphthalene-2,2'-diyl ester;(11bR)-2,6-Di-9-anthracenyl-4-hydroxy-dinaphtho[2,1-d:1',2'-f][1,3,2]dioxaphosphepin-4-oxide;(11bR)-2,6-Di-9-anthracenyl-4-hydroxy-dinaphtho[2,1-d:1|I,2|I-f][1,3,2]dioxaphosphepin-4-oxide;(11bS)-2,6-Di-9-anthracenyl-4-hydroxy-4-oxide-dinaphtho[2,1-d:1',2'-f][1,3,2]dioxaphosphepin;(R)-2,6-di(anthracen-9-yl)-4-hydroxydinaphtho[2,1-d:1',2'-f][1,3,2]dioxaphosphepine 4-oxide;(S)-3,3 inverted exclamation marka-Bis(9-anthracenyl)-1,1 inverted exclamation marka-binaphthyl-2,2 inverted exclamation marka-diyl hydrogenphosphate;10,16-bis(anthracen-9-yl)-13-hydroxy-12,14-dioxa-13??-phosphapentacyclo[13.8.0.0(2),(1)(1).0(3),?.0(1)?,(2)(3)]tricosa-1(15),2(11),3,5,7,9,16,18,20,22-decaen-13-one

Chemical Property of S-3,3'-Bis(9-anthracenyl)-1,1'-binaphthyl-2,2'-diyl hydrogenphosphate

Chemical Property:

• Melting Point: 288-292 °C (D)
• PKA: 1.11±0.20(Predicted)
• PSA: 65.57000
• Density: 1.46±0.1 g/cm3(Predicted)
• LogP: 13.47840
• Storage Temp.: ?20°C
• XLogP3: 13.1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 2
• Exact Mass: 700.18034640
• Heavy Atom Count: 53
• Complexity: 1210

Purity/Quality:

97% ^*data from raw suppliers

(R)-3,3'-Bis(anthracenyl-9-yl)-1,1'-binapthyl-2,2'-diyl hydrogenphosphate ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C2C(=C1)C=C3C=CC=CC3=C2C4=CC5=CC=CC=C5C6=C4OP(=O)(OC7=C6C8=CC=CC=C8C=C7C9=C1C=CC=CC1=CC1=CC=CC=C19)O
• Uses: Catalyst used in asymmetric direct alkylation of α-diazoester via C-H bond cleavage.

Technology Process of S-3,3'-Bis(9-anthracenyl)-1,1'-binaphthyl-2,2'-diyl hydrogenphosphate

There total 11 articles about S-3,3'-Bis(9-anthracenyl)-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: 82.0%

(Ra)-3,3’-di(anthracen-9-yl)-[1,1’-binaphthalene]-2,2’-diol → (R)-3,3'-bis(9-anthracenyl)-1,1'-binaphthyl-2,2'-diyl hydrogenphosphate (361342-51-0)

Guidance literature:

(Ra)-3,3’-di(anthracen-9-yl)-[1,1’-binaphthalene]-2,2’-diol; With pyridine; trichlorophosphate; at 0 - 100 ℃; for 24h; Inert atmosphere; Cooling with ice;

With hydrogenchloride; water; at 20 ℃;

DOI:10.1021/ol402981z

Reference yield: 82.0%

C48H28ClO3P → (R)-3,3'-bis(9-anthracenyl)-1,1'-binaphthyl-2,2'-diyl hydrogenphosphate (361342-51-0)

Guidance literature:

With hydrogenchloride; water; In dichloromethane; Inert atmosphere;

DOI:10.1002/chem.201406133

Reference yield:

(R)-1,1'-Bi-2-naphthol (18531-94-7) → (R)-3,3'-bis(9-anthracenyl)-1,1'-binaphthyl-2,2'-diyl hydrogenphosphate (361342-51-0)

Guidance literature:

Multi-step reaction with 5 steps

1.1: sodium hydride / tetrahydrofuran

2.1: n-butyllithium / diethyl ether

3.1: tetrakis(triphenylphosphine) palladium⁽⁰⁾; barium(II) hydroxide / 1,4-dioxane; water / 24 h / 80 °C / Inert atmosphere

4.1: water; hydrogenchloride / 1,4-dioxane / 10 h / 70 °C

5.1: pyridine; trichlorophosphate / 24 h / 0 - 100 °C / Inert atmosphere; Cooling with ice

5.2: 20 °C

With pyridine; hydrogenchloride; tetrakis(triphenylphosphine) palladium⁽⁰⁾; n-butyllithium; water; sodium hydride; barium(II) hydroxide; trichlorophosphate; In tetrahydrofuran; 1,4-dioxane; diethyl ether; water;

DOI:10.1021/ol402981z

upstream raw materials:

(R)-1,1'-Bi-2-naphthol

(Ra)-3,3’-diiodo-2,2’-bis(methoxymethoxy)-1,1’-binaphthalene

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