(2R,5R)-1-(2-[(2R,5R)-2,5-Dimethylphospholan-1-yl]phenyl)-2,5-dimethylphospholane 1-oxide

Base Information

• Chemical Name: (2R,5R)-1-(2-[(2R,5R)-2,5-Dimethylphospholan-1-yl]phenyl)-2,5-dimethylphospholane 1-oxide
• CAS No.: 638132-66-8
• Molecular Formula: C18H28OP2
• Molecular Weight: 322.36
• DSSTox Substance ID: DTXSID20458887
• Nikkaji Number: J1.977.618B,J2.221.583C
• Mol file: 638132-66-8.mol

Synonyms:638132-66-8;(R,R)-Methyl-BozPhos;1,2-Bis[(2R,5R)-2,5-dimethylphospholano]benzene monooxide;[1-(2R,5R)-2,5-Dimethylphospholanyl]-[2-(2R,5R)-2,5-dimethylphospholanyl-1-oxide]benzene;(2R,5R)-1-(2-[(2R,5R)-2,5-Dimethylphospholan-1-yl]phenyl)-2,5-dimethylphospholane 1-oxide;(2R,5R)-1-[2-[(2R,5R)-2,5-dimethylphospholan-1-yl]phenyl]-2,5-dimethyl-1lambda5-phospholane 1-oxide;R,R-Me-BozPhos;1,2-Bis((2R,5R)-2,5-dimethylphospholano;SCHEMBL12361235;DTXSID20458887;MFCD09750450;CS-0099032;D83771;1,2-Bis[(2R,5R)-2,5-dimethylphospholano]benzene monooxide, kanata purity;[1,1'-(1,2-Phenylene)bis[(2R)-2alpha,5beta-dimethyltetrahydro-1H-phosphole]]-1-one;1-[2-(2alpha,5beta-Dimethyltetrahydro-1H-phosphole-1-yl)phenyl]-2alpha,5beta-dimethyltetrahydro-1H-phosphole 1-oxide

Chemical Property of (2R,5R)-1-(2-[(2R,5R)-2,5-Dimethylphospholan-1-yl]phenyl)-2,5-dimethylphospholane 1-oxide

Chemical Property:

• Vapor Pressure: 4.71E-09mmHg at 25°C
• Melting Point: 116-122 °C
• Boiling Point: 484°C at 760 mmHg
• Flash Point: 246.5°C
• PSA: 40.47000
• LogP: 4.92380
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• Sensitive.: Air Sensitive
• XLogP3: 3.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 2
• Exact Mass: 322.16153951
• Heavy Atom Count: 21
• Complexity: 397

Purity/Quality:

97% ^*data from raw suppliers

[1-(2R,5R)-2,5-Dimethylphospholanyl]-[2-(2R,5R)-2,5-dimethylphospholanyl-1-oxide]benzene, min. 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CC1CCC(P1C2=CC=CC=C2P3(=O)C(CCC3C)C)C
• Isomeric SMILES: C[C@@H]1CC[C@H](P1C2=CC=CC=C2P3(=O)[C@@H](CC[C@H]3C)C)C

Technology Process of (2R,5R)-1-(2-[(2R,5R)-2,5-Dimethylphospholan-1-yl]phenyl)-2,5-dimethylphospholane 1-oxide

There total 3 articles about (2R,5R)-1-(2-[(2R,5R)-2,5-Dimethylphospholan-1-yl]phenyl)-2,5-dimethylphospholane 1-oxide 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: 93.0%

[2R-[1(2'R*,5'R*),2a,5b]]-1,1'-(1,2-phenylene)bis[2,5-dimethylphospholane] (147253-67-6) → (2R,5R)-1-{2-[(2R,5R)-2,5-dimethylphospholan-1-yl]phenyl}-2,5-dimethylphospholane 1-oxide (638132-66-8)

Guidance literature:

[2R-[1(2'R*,5'R*),2a,5b]]-1,1'-(1,2-phenylene)bis[2,5-dimethylphospholane]; With dimethylsulfide borane complex; In tetrahydrofuran; at 0 ℃; for 0.75h; Glovebox; Inert atmosphere;

With dihydrogen peroxide; In tetrahydrofuran; at 0 - 20 ℃; for 1.75h; Glovebox; Inert atmosphere;

With 1,4-diaza-bicyclo[2.2.2]octane; In benzene; at 50 ℃; for 5h; Inert atmosphere;

DOI:10.15227/orgsyn.083.0001

Reference yield:

C18H31BP2 → (2R,5R)-1-{2-[(2R,5R)-2,5-dimethylphospholan-1-yl]phenyl}-2,5-dimethylphospholane 1-oxide (638132-66-8)

Guidance literature:

Multi-step reaction with 2 steps

1: aq. H₂O₂ / tetrahydrofuran / 0.75 h / 20 °C

2: 477 mg / DABCO(TM) / benzene / 5 h / 50 °C

With 1,4-diaza-bicyclo[2.2.2]octane; dihydrogen peroxide; In tetrahydrofuran; benzene;

DOI:10.1021/ja038291+

Reference yield:

[2R-[1(2'R*,5'R*),2a,5b]]-1,1'-(1,2-phenylene)bis[2,5-dimethylphospholane] (147253-67-6) → (2R,5R)-1-{2-[(2R,5R)-2,5-dimethylphospholan-1-yl]phenyl}-2,5-dimethylphospholane 1-oxide (638132-66-8) + (2R,5R)-1-{2-[(2R,5R)-2,5-dimethyl-1-oxidophophospholan-1-yl]phenyl}-2,5-dimethylphospholane 1-oxide

Guidance literature:

With diethylzinc; copper(II) bis(trifluoromethanesulfonate); In toluene; at 20 ℃; for 0.5h; Further Variations:; Reagents; Product distribution;

DOI:10.1002/anie.200461920

upstream raw materials:

[2R-[1(2'R*,5'R*),2a,5b]]-1,1'-(1,2-phenylene)bis[2,5-dimethylphospholane]

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