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

Base Information

• Chemical Name: diethyl {4-[(benzyloxy)(methyl)amino]-1-(3,4-difluorophenyl)-4-oxobutyl}phosphonate
• CAS No.: 1332895-35-8
• Molecular Formula: C₂₂H₂₈F₂NO₅P
• Molecular Weight: 455.439
• Mol file: 1332895-35-8.mol

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

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

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

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

There total 4 articles about diethyl {4-[(benzyloxy)(methyl)amino]-1-(3,4-difluorophenyl)-4-oxobutyl}phosphonate 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: 92.0%

4-(diethoxyphosphoryl)-4-(3,4-difluorophenyl)butanoic acid (1332895-30-3) + N-methyl-O-benzylhydroxylamine (22513-22-0) → diethyl {4-[(benzyloxy)(methyl)amino]-1-(3,4-difluorophenyl)-4-oxobutyl}phosphonate (1332895-35-8)

Guidance literature:

4-(diethoxyphosphoryl)-4-(3,4-difluorophenyl)butanoic acid; With 1,1'-carbonyldiimidazole; In dichloromethane; at 20 ℃; for 0.75h;

N-methyl-O-benzylhydroxylamine; In dichloromethane; at 20 ℃;

DOI:10.1021/jm200694q

Reference yield:

diethyl [1-(3,4-difluorophenyl)-4-oxobutyl]phosphonate (1332895-27-8) → diethyl {4-[(benzyloxy)(methyl)amino]-1-(3,4-difluorophenyl)-4-oxobutyl}phosphonate (1332895-35-8)

Guidance literature:

Multi-step reaction with 2 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

With selenium(IV) oxide; dihydrogen peroxide; 1,1'-carbonyldiimidazole; In tetrahydrofuran; dichloromethane;

DOI:10.1021/jm200694q

Reference yield:

diethyl [1-(3,4-difluorophenyl)-3-(1,3-dioxolan-2-yl)propyl]phosphonate (1332895-24-5) → diethyl {4-[(benzyloxy)(methyl)amino]-1-(3,4-difluorophenyl)-4-oxobutyl}phosphonate (1332895-35-8)

Guidance literature:

Multi-step reaction with 3 steps

1.1: hydrogenchloride / water; acetone / 3 h / 50 °C

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

3.1: 1,1'-carbonyldiimidazole / dichloromethane / 0.75 h / 20 °C

3.2: 20 °C

With hydrogenchloride; selenium(IV) oxide; dihydrogen peroxide; 1,1'-carbonyldiimidazole; In tetrahydrofuran; dichloromethane; water; acetone;

DOI:10.1021/jm200694q

upstream raw materials:

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

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

N-methyl-O-benzylhydroxylamine

diethyl [1-(3,4-difluorophenyl)-3-(1,3-dioxolan-2-yl)propyl]phosphonate

Downstream raw materials:

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

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