CID 53420233

Base Information

• Chemical Name: CID 53420233
• CAS No.: 131830-91-6
• Molecular Formula: C₂₈H₃₄B₂O₂P₂
• Molecular Weight: 486.146
• DSSTox Substance ID: DTXSID00697590
• Mol file: 131830-91-6.mol

Synonyms:131830-91-6;DTXSID00697590;PUBCHEM_53420233

Chemical Property of CID 53420233

Chemical Property:

• PSA: 45.64000
• LogP: 2.90160
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 8
• Exact Mass: 480.1750645
• Heavy Atom Count: 34
• Complexity: 486

Purity/Quality:

99.3% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: [B][B].CC(P(C1=CC=CC=C1)C2=CC=CC=C2OC)P(C3=CC=CC=C3)C4=CC=CC=C4OC

Technology Process of CID 53420233

There total 11 articles about CID 53420233 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: 96.0%

(RP,RP)-1,2-bis[(o-hydroxyphenyl)(phenyl)phosphino-P-borane]ethane (1316041-04-9,917029-15-3) + methyl iodide (74-88-4) → (RP,RP)-1,2-bis[(o-anisyl)(phenyl)phosphino-P-borane]ethane (131830-91-6,136844-63-8,162490-91-7,97764-56-2)

Guidance literature:

With potassium carbonate; In acetone; Inert atmosphere;

DOI:10.1039/c1ob05364g

Reference yield: 84.0%

(S)-(+)-(o-anisyl)(methyl)phenylphosphine/borane complex (97764-41-5,97858-63-4,129212-59-5) → (SP,SP)-1,2-bis[(o-anisyl)(phenyl)phosphino-P-borane]ethane (97764-56-2,131830-91-6,162490-91-7,136844-63-8)

Guidance literature:

With sec.-butyllithium; copper dichloride; In tetrahydrofuran; pentane; argon atmosphere; addn. of sec-BuLi in pentane to soln. of phosphine-borane in THF (-78.dergee.C), stirring (2 h), addn. of CuCl2 (stirring), warming to room temp., standing (room temp., 1 h); quenching (aq. HCl), extn. (CHCl3), drying of extracts (MgSO4), concn. (vac.), praparatine TLC (silica gel); elem. anal.;

DOI:10.1021/ja00169a036

Reference yield: 69.0%

borane-THF (14044-65-6) + (1R,1R')-(-)-1,1'-(1,2-ethanediyl)bis[1-(2-methoxyphenyl)-1-phenyl]phosphine oxide (55739-59-8,63449-61-6,74713-67-0,85599-11-7) → (RP,RP)-1,2-bis[(o-anisyl)(phenyl)phosphino-P-borane]ethane (131830-91-6,136844-63-8,162490-91-7,97764-56-2)

Guidance literature:

(1R,1R')-(-)-1,1'-(1,2-ethanediyl)bis[1-(2-methoxyphenyl)-1-phenyl]phosphine oxide; With methyl trifluoromethanesulfonate; In 1,2-dimethoxyethane; at 20 ℃; for 2h; Inert atmosphere;

With lithium aluminium tetrahydride; In tetrahydrofuran; 1,2-dimethoxyethane; at -70 ℃; for 4h; Inert atmosphere;

borane-THF; In tetrahydrofuran; 1,2-dimethoxyethane; enantioselective reaction; Inert atmosphere;

DOI:10.1021/jacs.9b11938

upstream raw materials:

(R_P,R_P)-1,2-bis[(o-hydroxyphenyl)(phenyl)phosphino-P-borane]ethane

methyl iodide

(R_p)-(2-methoxyphenyl)methylphenylphosphine oxide

methyl(phenyl)phosphineoxide

Downstream raw materials:

(R_P,R_P)-1,2-bis[(o-anisyl)(phenyl)phosphino]ethane

(R_P,R_P)-1,2-bis[(o-hydroxyphenyl)(phenyl)phosphino-P-borane]ethane

(R(P),R(P))-1,2-bis{[2-(cyclohexenyl-3-oxy)phenyl](phenyl)phosphino-P-borane}ethane

(R(P),R(P))-1,2-bis[2-(cyclohexyloxyphenyl)(phenyl)phosphino-P-borane]ethane

Refernces

• 1、 Stephan, Michel,?terk, Damjan,Zupan?i?, Borut,Mohar, Barbara. "Profiling the tuneable R-SMS-Phos structure in the rhodium(i)-catalyzed hydrogenation of olefins: The last stand?". . p. 5266 - 5271. Retrieved 2011/09/20.
• 2、 Imamoto, Tsuneo,Oshiki, Toshiyuki,Onozawa, Takashi,Kusumoto, Tetsuo,Sato, Kazuhiko. "Synthesis and reactions of phosphine-boranes. Synthesis of new bidentate ligands with homochiral phosphine centers via optically pure phosphine-boranes". . p. 5244 - 5252. Retrieved 2007/10/02.