Phosphonic acid, [3-[3-(methoxymethyl)phenyl]-2-oxopropyl]-, dimethyl ester

Base Information

• Chemical Name: Phosphonic acid, [3-[3-(methoxymethyl)phenyl]-2-oxopropyl]-, dimethyl ester
• CAS No.: 256382-39-5
• Molecular Formula: C13H19O5P
• Molecular Weight: 286.265
• Mol file: 256382-39-5.mol

Synonyms:

Chemical Property of Phosphonic acid, [3-[3-(methoxymethyl)phenyl]-2-oxopropyl]-, dimethyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of Phosphonic acid, [3-[3-(methoxymethyl)phenyl]-2-oxopropyl]-, dimethyl ester

There total 1 articles about Phosphonic acid, [3-[3-(methoxymethyl)phenyl]-2-oxopropyl]-, dimethyl ester 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: 76.2%

N-methoxy-N-methyl-(3-methoxymethylphenyl)acetic acid amide (256382-38-4) + dimethyl methane phosphonate (756-79-6) → {2-[(3-methoxymethyl-phenyl)methyl]-2-oxo-ethyl}phosphonic acid dimethyl ester (256382-39-5)

Guidance literature:

dimethyl methane phosphonate; With n-butyllithium; In hexane; toluene; at -50 - 60 ℃; Inert atmosphere; Large scale reaction;

N-methoxy-N-methyl-(3-methoxymethylphenyl)acetic acid amide; In hexane; toluene; at -60 ℃; Inert atmosphere; Large scale reaction;

DOI:10.1021/jo901497u

Reference yield: 83.1%

(3aR,4R,5R,6aS)-hexahydro-2-oxo-5-<(tetrahydro-2H-pyran-2-yl)oxy>-2H-cyclopentafuran-4-carboxaldehyde (32233-41-3) + {2-[(3-methoxymethyl-phenyl)methyl]-2-oxo-ethyl}phosphonic acid dimethyl ester (256382-39-5) → 6-{(1E)-4-[3-(methoxymethyl)phenyl]-3-oxobut-1-enyl}-7-(2H-3,4,5,6-tetrahydropyran-2-yloxy)(5S,7S,1R,6R)-2-oxabicyclo[3.3.0]octan-3-one (256382-40-8)

Guidance literature:

With sodium hydride; In tetrahydrofuran; at 20 ℃; for 0.5h;

DOI:10.1016/S0968-0896(02)00085-8

Reference yield: 73.7%

(1S,5R,6R,7R)-6-formyl-7-benzoyloxy-2-oxabicyclo[3.3.0]octan-3-one (39746-01-5) + {2-[(3-methoxymethyl-phenyl)methyl]-2-oxo-ethyl}phosphonic acid dimethyl ester (256382-39-5) → (3aR,4R,5R,6aS)-4-[(1E)-4-[3-(methoxymethyl)phenyl]-3-oxo-1-buten-1-yl]-2-oxohexahydro-2H-cyclopenta[b]furan-5-yl benzoate (1175629-43-2)

Guidance literature:

{2-[(3-methoxymethyl-phenyl)methyl]-2-oxo-ethyl}phosphonic acid dimethyl ester; With sodium hydride; In tetrahydrofuran; at 20 ℃; Inert atmosphere;

(1S,5R,6R,7R)-6-formyl-7-benzoyloxy-2-oxabicyclo[3.3.0]octan-3-one; In tetrahydrofuran; for 0.5h; Inert atmosphere;

DOI:10.1021/jo901497u

upstream raw materials:

N-methoxy-N-methyl-(3-methoxymethylphenyl)acetic acid amide

dimethyl methane phosphonate

Downstream raw materials:

6-{(1E)-4-[3-(methoxymethyl)phenyl]-3-oxobut-1-enyl}-7-(2H-3,4,5,6-tetrahydropyran-2-yloxy)(5S,7S,1R,6R)-2-oxabicyclo[3.3.0]octan-3-one

ethyl 7-[(2R)-2-{(1E)-4-[3-(methoxymethyl)phenyl]-3-oxo-1-buten-1-yl}-5-oxo-1-pyrrolidinyl]heptanoate

7-{(R)-5-[(E)-3-Hydroxy-4-(3-methoxymethyl-phenyl)-but-1-enyl]-3,3-dimethyl-2-oxo-pyrrolidin-1-yl}-heptanoic acid

(3aR,4R,5R,6aS)-4-[(1E)-4-[3-(methoxymethyl)phenyl]-3-oxo-1-buten-1-yl]-2-oxohexahydro-2H-cyclopenta[b]furan-5-yl benzoate

Refernces

• 1、 -. "5-thia-ω-substituted phenyl-prostaglandin E derivatives, process for producing the same and drugs containing the same as the active ingredient". . . Retrieved 2008/06/13.