(S) QuinoxP(R)

Base Information

• Chemical Name: (S) QuinoxP(R)
• CAS No.: 1107608-80-9
• Molecular Formula: C₁₈H₂₈N₂P₂
• Molecular Weight: 334.381
• Mol file: 1107608-80-9.mol

Synonyms:

Chemical Property of (S) QuinoxP(R)

Chemical Property:

• Melting Point: 100-105 °C
• Boiling Point: 447.6±45.0 °C(Predicted)
• PKA: -0.54±0.59(Predicted)
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C

Purity/Quality:

99.3% ^*data from raw suppliers

(S,S)-(+)-2,3-Bis(tert-butylmethylphosphino)quinoxaline ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xn
• Statements: 22-36/37/38
• Safety Statements: 26

MSDS Files:

SDS file from LookChem

Useful:

• Uses: (S,S)-(+)-2,3-Bis(tert-butylmethylphosphino)quinoxaline is a useful reagent for organic synthesis of chiral tetraphenylenes, fused lactones and other useful intermediates.

Technology Process of (S) QuinoxP(R)

There total 21 articles about (S) QuinoxP(R) 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: 80.0%

C18H34B2N2P2 (1338825-24-3,1416911-62-0,920505-31-3) → (R,R)-(?)-2,3-bis(t-butylmethylphosphino)quinoxaline (866081-62-1,959705-18-1,1107608-80-9)

Guidance literature:

With N,N,N,N,-tetramethylethylenediamine; In tetrahydrofuran; hexane; at 20 ℃; for 2h;

Reference yield: 80.0%

2,3-dichloroquinoxaline (2213-63-0) + (S)-(tert-butyl)(methyl)phosphine-borane (263563-97-9,360787-11-7,263768-77-0) → (R,R)-(?)-2,3-bis(t-butylmethylphosphino)quinoxaline (866081-62-1,959705-18-1,1107608-80-9)

Guidance literature:

(S)-(tert-butyl)(methyl)phosphine-borane; With n-butyllithium; at -80 ℃; Inert atmosphere;

2,3-dichloroquinoxaline; at -80 - 20 ℃; Inert atmosphere;

With N,N,N,N,-tetramethylethylenediamine; at 20 ℃; Inert atmosphere;

DOI:10.1021/ja209700j

Reference yield: 80.0%

2,3-dichloroquinoxaline (2213-63-0) + (SP)-tert-butyl(methyl)phosphane-borane → (R,R)-(?)-2,3-bis(t-butylmethylphosphino)quinoxaline (866081-62-1,959705-18-1,1107608-80-9)

Guidance literature:

(S_P)-tert-butyl(methyl)phosphane-borane; With n-butyllithium; In tetrahydrofuran; hexane; at -78 ℃; for 0.25h;

2,3-dichloroquinoxaline; In tetrahydrofuran; hexane; at -78 - 20 ℃; for 4h;

With N,N,N,N,-tetramethylethylenediamine; In tetrahydrofuran; hexane; for 2h;

DOI:10.1021/ja053458f

upstream raw materials:

2,3-dichloroquinoxaline

(R)-tert-butyl(hydroxymethyl)methylphosphine borane

C₁₈H₃₄B₂N₂P₂

(±)-tert-butylmethylphosphine borane

Downstream raw materials:

bis(2,3-bis(tert-butylmethylphosphino)quinoxaline)aurate(I) chloride

(R,R)-2,3-bis(tert-butylmethylphosphino)quinoxaline(1,5-cyclooctadiene)rhodium(I) hexafluoroantimonate

bis-[2,3-bis(tert-butylmethylphosphino)quinoxaline]gold(I) chloride

bis(2,3-bis(tert-butylmethylphosphino)quinoxaline) gold (I) chloride

Refernces

• 1、 Salomó, Ernest,Orgué, Sílvia,Riera, Antoni,Verdaguer, Xavier. "Efficient Preparation of (S)- and (R)- tert -Butylmethylphosphine-Borane: A Novel Entry to Important P-Stereogenic Ligands". . p. 2659 - 2663. Retrieved 2016.
• 2、 -. "METHOD FOR PRODUCING OPTICALLY ACTIVE 2, 3-BISPHOSPHINOPYRAZINE DERIVATIVE AND METHOD FOR PRODUCING OPTICALLY ACTIVE PHOSPHINE TRANSITION METAL COMPLEX". Paragraph 0076-0080; 0082-0084. . Retrieved 2020/03/28.