Xyl-p-phos, (R)-

Base Information

• Chemical Name: Xyl-p-phos, (R)-
• CAS No.: 443347-10-2
• Molecular Formula: C46H50 N2 O4 P2
• Molecular Weight: 756.862
• European Community (EC) Number: 636-950-3,636-951-9
• UNII: 1A4EO1493Y,N2PCW56063
• Nikkaji Number: J1.681.155F,J2.231.389D,J2.899.961E
• Mol file: 443347-10-2.mol

Synonyms:442905-33-1;Xyl-p-phos, (R)-;443347-10-2;(R)-4,4'-Bis(bis(3,5-dimethylphenyl)phosphino)-2,2',6,6'-tetramethoxy-3,3'-bipyridine;Xyl-p-phos, (S)-;(R)-Xyl-p-phos [MI];(S)-Xyl-p-phos [MI];(R)-(+)-2,2',6,6'-Tetramethoxy-4,4'-bis(di(3,5-xylyl)phosphino)-3,3'-bipyridine;P-PHOS Ligands, (R)-xyl-p-phos-;P-PHOS Ligands, (S)-xyl-p-phos-;UNII-1A4EO1493Y;UNII-N2PCW56063;(S)-4,4'-Bis(bis(3,5-dimethylphenyl)phosphino)-2,2',6,6'-tetramethoxy-3,3'-bipyridine;1A4EO1493Y;N2PCW56063;MFCD04974235;[3-[4-bis(3,5-dimethylphenyl)phosphanyl-2,6-dimethoxypyridin-3-yl]-2,6-dimethoxypyridin-4-yl]-bis(3,5-dimethylphenyl)phosphane;(R)-(+)-2,2,6,6-Tetramethoxy-4,4-bis(di(3,5-xylyl)phosphino)-3,3-bipyridine;(S)-(-)-2,2,6,6-Tetramethoxy-4,4-bis(di(3,5-xylyl)phosphino)-3,3-bipyridine;3,3'-Bipyridine, 4,4'-bis(bis(3,5-dimethylphenyl)phosphino)-2,2',6,6'-tetramethoxy-, (3R)-;3,3'-Bipyridine, 4,4'-bis(bis(3,5-dimethylphenyl)phosphino)-2,2',6,6'-tetramethoxy-, (3S)-;4,4'-Bis(bis(3,5-dimethylphenyl)phosphino)-2,2',6,6'-tetramethoxy-3,3'-bipyridine;(R)-Xylyl-P-Phos;866394-05-0;xyl-P-phos;(R)-(+)-2,2',6,6'-Tetramethoxy-4,4'-bis[di(3,5-xylyl)phosphino]-3,3'-bipyridine;(S)-Xyl-P-Phos;SCHEMBL166831;JRTHAKOHBMETRC-UHFFFAOYSA-N;AKOS027320472;3,3'-Bipyridine,4,4'-bis[bis(3,5-dimethylphenyl)phosphino]-2,2',6,6'-tetramethoxy-,(3R)-;3,3'-Bipyridine,4,4'-bis[bis(3,5-dimethylphenyl)phosphino]-2,2',6,6'-tetramethoxy-,(3S)-;3,3'-Bi[2,6-dimethoxy-4-[bis(3,5-dimethylphenyl)phosphino]pyridine];(aR)-2,2',6,6'-Tetramethoxy-4,4'-bis(di-3,5-xylylphosphino)-3,3'-bipyridine;(aS)-2,2',6,6'-Tetramethoxy-4,4'-bis[bis(3,5-dimethylphenyl)phosphino]-3,3'-bipyridine;(R)-(+)-2,2',6,6'-Tetramethoxy-4,4'-bis(di(3,5-xylyl)phosphino)-3,3'-bipyridine, 97%;(S)-(-)-2,2',6,6'-Tetramethoxy-4,4'-bis[di(3,5-xylyl)phosphino]-3,3'-bipyridine, 97%

Chemical Property of Xyl-p-phos, (R)-

Chemical Property:

• Melting Point: 158-162oC
• PSA: 89.88000
• LogP: 8.16160
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• Water Solubility.: Sparingly soluble in water.
• XLogP3: 10.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 11
• Exact Mass: 756.32458208
• Heavy Atom Count: 54
• Complexity: 972

Purity/Quality:

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

(S)-(-)-2,2',6,6'-Tetramethoxy-4,4'-bis(di(3,5-xylyl)phosphino)-3,3'-bipyridine, min. 95% CTH-(S)-Xylyl-P-Phos ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36/37/39-36

MSDS Files:

Useful:

• Canonical SMILES: CC1=CC(=CC(=C1)P(C2=CC(=CC(=C2)C)C)C3=CC(=NC(=C3C4=C(N=C(C=C4P(C5=CC(=CC(=C5)C)C)C6=CC(=CC(=C6)C)C)OC)OC)OC)OC)C
• Uses: (S)-(-)-2,2',6,6'-Tetramethoxy-4,4'-bis(di(3,5-xylyl)phosphino)-3,3'-bipyridine is used in Pharmaceutical and industry applications.

Technology Process of Xyl-p-phos, (R)-

There total 6 articles about Xyl-p-phos, (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:

3-bromo-2,6-dimethoxypyridine (13445-16-4) → (S)-2,2',6,6'-tetramethoxy-4,4'-bis(di(3,5-xylyl)phosphino)-3,3'-bipyridine (443347-10-2)

Guidance literature:

Multi-step reaction with 4 steps

1.1: LDA / tetrahydrofuran / -78 °C

1.2: 56 percent / tetrahydrofuran / -78 °C

2.1: 99 percent / H₂O₂ / acetone / 0 °C

3.1: Cu / dimethylformamide / 140 °C

3.2: (-)-L-DBTA / resolution of racemate

4.1: HSiCl₃; Et₃N

With trichlorosilane; dihydrogen peroxide; copper; triethylamine; lithium diisopropyl amide; In tetrahydrofuran; N,N-dimethyl-formamide; acetone; 3.1: Ullmann coupling reaction;

DOI:10.1016/S0040-4039(02)00062-X

Reference yield:

3,5-dimethyphenylmagnesium bromide (34696-73-6) → (S)-2,2',6,6'-tetramethoxy-4,4'-bis(di(3,5-xylyl)phosphino)-3,3'-bipyridine (443347-10-2)

Guidance literature:

Multi-step reaction with 5 steps

1.1: LDA / tetrahydrofuran / -78 °C

1.2: 56 percent / tetrahydrofuran / -78 °C

2.1: 99 percent / H₂O₂ / acetone / 0 °C

3.1: Cu / dimethylformamide / 140 °C

3.2: (-)-L-DBTA / resolution of racemate

4.1: HSiCl₃; Et₃N

With trichlorosilane; dihydrogen peroxide; copper; triethylamine; lithium diisopropyl amide; In tetrahydrofuran; N,N-dimethyl-formamide; acetone; 4.1: Ullmann coupling reaction;

DOI:10.1016/S0040-4039(02)00062-X

Reference yield:

bis-(3,5-dimethylphenyl)chlorophosphine (74289-57-9) → (S)-2,2',6,6'-tetramethoxy-4,4'-bis(di(3,5-xylyl)phosphino)-3,3'-bipyridine (443347-10-2)

Guidance literature:

Multi-step reaction with 4 steps

1.1: LDA / tetrahydrofuran / -78 °C

1.2: 56 percent / tetrahydrofuran / -78 °C

2.1: 99 percent / H₂O₂ / acetone / 0 °C

3.1: Cu / dimethylformamide / 140 °C

3.2: (-)-L-DBTA / resolution of racemate

4.1: HSiCl₃; Et₃N

With trichlorosilane; dihydrogen peroxide; copper; triethylamine; lithium diisopropyl amide; In tetrahydrofuran; N,N-dimethyl-formamide; acetone; 3.1: Ullmann coupling reaction;

DOI:10.1016/S0040-4039(02)00062-X

upstream raw materials:

4,4'-bis-[bis-(3,5-dimethyl-phenyl)-phosphinoyl]-2,6,2',6'-tetramethoxy-[3,3']bipyridinyl

3-bromo-2,6-dimethoxypyridine

3,5-dimethyphenylmagnesium bromide

bis-(3,5-dimethylphenyl)chlorophosphine

Downstream raw materials:

[RuCl(p-cymene)((R)-xylyl-P-phos)]Cl

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