[P(S)]-(2-Methoxyphenyl)(4-methoxyphenyl)phenylphosphine oxide

Base Information

• Chemical Name: [P(S)]-(2-Methoxyphenyl)(4-methoxyphenyl)phenylphosphine oxide
• CAS No.: 130818-09-6
• Molecular Formula: C20H19O3P
• Molecular Weight: 338.343
• DSSTox Substance ID: DTXSID601179484
• Mol file: 130818-09-6.mol

Synonyms:DTXSID601179484;[P(S)]-(2-Methoxyphenyl)(4-methoxyphenyl)phenylphosphine oxide;130818-09-6

Chemical Property of [P(S)]-(2-Methoxyphenyl)(4-methoxyphenyl)phenylphosphine oxide

Chemical Property:

• XLogP3: 4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 5
• Exact Mass: 338.10718146
• Heavy Atom Count: 24
• Complexity: 425

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: COC1=CC=C(C=C1)P(=O)(C2=CC=CC=C2)C3=CC=CC=C3OC
• Isomeric SMILES: COC1=CC=C(C=C1)[P@@](=O)(C2=CC=CC=C2)C3=CC=CC=C3OC

Technology Process of [P(S)]-(2-Methoxyphenyl)(4-methoxyphenyl)phenylphosphine oxide

There total 10 articles about [P(S)]-(2-Methoxyphenyl)(4-methoxyphenyl)phenylphosphine 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: 90.0%

phenylmagnesium chloride + (R)-(+)-Methyl 2-methoxyphenyl-(4-methoxyphenyl) phosphinate → (S)-(2-methoxyphenyl)(4-methoxyphenyl)(phenyl)phosphine oxide (130818-09-6)

Guidance literature:

In tetrahydrofuran; -78 deg C to room teperature;

Reference yield: 70.0%

1-bromo-4-methoxy-benzene (104-92-7) + methyl (S)-(2-methoxyphenyl)(phenyl)phosphinate (77929-23-8) → (S)-(2-methoxyphenyl)(4-methoxyphenyl)(phenyl)phosphine oxide (130818-09-6)

Guidance literature:

1-bromo-4-methoxy-benzene; With iodine; magnesium; In tetrahydrofuran; Schlenk technique; Inert atmosphere; Heating;

methyl (S)-(2-methoxyphenyl)(phenyl)phosphinate; In tetrahydrofuran; at 20 ℃; for 12h; enantioselective reaction; Schlenk technique; Inert atmosphere;

DOI:10.1039/d1cc00646k

Reference yield: 36.0%

(R)-(-)-[O-methyl (o-anisyl)phenylphosphinate] (77929-22-7) + 4-methoxyphenyl magnesium bromide (13139-86-1) → (S)-(2-methoxyphenyl)(4-methoxyphenyl)(phenyl)phosphine oxide (130818-09-6)

Guidance literature:

In tetrahydrofuran; for 18h; Ambient temperature;

DOI:10.1016/S0040-4020(01)85600-3

upstream raw materials:

(R)-(-)-[O-methyl (o-anisyl)phenylphosphinate]

4-methoxyphenyl magnesium bromide

(-)-(2R,4R,5S)-2-phenyl-3,4-dimethyl-5-phenyl-1,3,2-oxazaphospholidine-2-oxide

(S_P)-(-)-N-<(1S,2R)-2-Hydroxy-1-methyl-2-phenylethyl>-N-methyl-P-(2-methoxyphenyl)-P-phenylphosphinamide