{1-(3,4-difluorophenyl)-4-[hydroxy(methyl)amino]-4-oxobutyl}phosphonic acid

Base Information

• Chemical Name: {1-(3,4-difluorophenyl)-4-[hydroxy(methyl)amino]-4-oxobutyl}phosphonic acid
• CAS No.: 1332895-51-8
• Molecular Formula: C₁₁H₁₄F₂NO₅P
• Molecular Weight: 309.206
• Mol file: 1332895-51-8.mol

Synonyms:{1-(3,4-difluorophenyl)-4-[hydroxy(methyl)amino]-4-oxobutyl}phosphonic acid

Chemical Property of {1-(3,4-difluorophenyl)-4-[hydroxy(methyl)amino]-4-oxobutyl}phosphonic acid

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of {1-(3,4-difluorophenyl)-4-[hydroxy(methyl)amino]-4-oxobutyl}phosphonic acid

There total 6 articles about {1-(3,4-difluorophenyl)-4-[hydroxy(methyl)amino]-4-oxobutyl}phosphonic acid 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: 84.0%

{4-[(benzyloxy)(methyl)amino]-1-(3,4-difluorophenyl)-4-oxobutyl}phosphonic acid (1332895-44-9) → {1-(3,4-difluorophenyl)-4-[hydroxy(methyl)amino]-4-oxobutyl}phosphonic acid (1332895-51-8)

Guidance literature:

With palladium 10% on activated carbon; hydrogen; In methanol; under 1500.15 Torr;

DOI:10.1021/jm200694q

Reference yield:

diethyl [1-(3,4-difluorophenyl)-4-oxobutyl]phosphonate (1332895-27-8) → {1-(3,4-difluorophenyl)-4-[hydroxy(methyl)amino]-4-oxobutyl}phosphonic acid (1332895-51-8)

Guidance literature:

Multi-step reaction with 4 steps

1.1: selenium(IV) oxide; dihydrogen peroxide / tetrahydrofuran / 4 h / 65 °C

2.1: 1,1'-carbonyldiimidazole / dichloromethane / 0.75 h / 20 °C

2.2: 20 °C

3.1: trimethylsilyl bromide / dichloromethane / 24 h / 0 - 20 °C

3.2: 20 °C

4.1: palladium 10% on activated carbon; hydrogen / methanol / 1500.15 Torr

With selenium(IV) oxide; trimethylsilyl bromide; palladium 10% on activated carbon; hydrogen; dihydrogen peroxide; 1,1'-carbonyldiimidazole; In tetrahydrofuran; methanol; dichloromethane;

DOI:10.1021/jm200694q

Reference yield:

4-(diethoxyphosphoryl)-4-(3,4-difluorophenyl)butanoic acid (1332895-30-3) → {1-(3,4-difluorophenyl)-4-[hydroxy(methyl)amino]-4-oxobutyl}phosphonic acid (1332895-51-8)

Guidance literature:

Multi-step reaction with 3 steps

1.1: 1,1'-carbonyldiimidazole / dichloromethane / 0.75 h / 20 °C

1.2: 20 °C

2.1: trimethylsilyl bromide / dichloromethane / 24 h / 0 - 20 °C

2.2: 20 °C

3.1: palladium 10% on activated carbon; hydrogen / methanol / 1500.15 Torr

With trimethylsilyl bromide; palladium 10% on activated carbon; hydrogen; 1,1'-carbonyldiimidazole; In methanol; dichloromethane;

DOI:10.1021/jm200694q

upstream raw materials:

diethyl [1-(3,4-difluorophenyl)-4-oxobutyl]phosphonate

4-(diethoxyphosphoryl)-4-(3,4-difluorophenyl)butanoic acid

diethyl {4-[(benzyloxy)(methyl)amino]-1-(3,4-difluorophenyl)-4-oxobutyl}phosphonate

{4-[(benzyloxy)(methyl)amino]-1-(3,4-difluorophenyl)-4-oxobutyl}phosphonic acid