[1-chloro-4-hydroxy-4-(4-methoxy-phenyl)-2-oxo-butyl]-phosphonic acid diethyl ester

Base Information

• Chemical Name: [1-chloro-4-hydroxy-4-(4-methoxy-phenyl)-2-oxo-butyl]-phosphonic acid diethyl ester
• CAS No.: 700380-39-8
• Molecular Formula: C₁₅H₂₂ClO₆P
• Molecular Weight: 364.763
• Mol file: 700380-39-8.mol

Synonyms:[1-chloro-4-hydroxy-4-(4-methoxy-phenyl)-2-oxo-butyl]-phosphonic acid diethyl ester

Chemical Property of [1-chloro-4-hydroxy-4-(4-methoxy-phenyl)-2-oxo-butyl]-phosphonic acid diethyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of [1-chloro-4-hydroxy-4-(4-methoxy-phenyl)-2-oxo-butyl]-phosphonic acid diethyl ester

There total 1 articles about [1-chloro-4-hydroxy-4-(4-methoxy-phenyl)-2-oxo-butyl]-phosphonic acid diethyl 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: 80.0%

chloro-1 oxo-2 propylphosphonate de diethyle (101300-08-7) + 4-methoxy-benzaldehyde (123-11-5) → [1-chloro-4-hydroxy-4-(4-methoxy-phenyl)-2-oxo-butyl]-phosphonic acid diethyl ester (700380-39-8)

Guidance literature:

With n-butyllithium; sodium hydride; In tetrahydrofuran; hexane; at -78 ℃; for 1h;

DOI:10.1016/j.tet.2004.02.073

Reference yield:

[1-chloro-4-hydroxy-4-(4-methoxy-phenyl)-2-oxo-butyl]-phosphonic acid diethyl ester (700380-39-8) → diethyl (4R)-1-chloro-2-oxo-4-hydroxy-4-(4-methoxyphenyl)butylphosphonate (700380-75-2)

Guidance literature:

Multi-step reaction with 2 steps

1: DCC; DMAP / CH₂Cl₂ / -10 - 0 °C

2: Candida rugosa lipase; H₂O / diisopropyl ether

With dmap; water; dicyclohexyl-carbodiimide; Candida rugosa lipase; In dichloromethane; di-isopropyl ether;

DOI:10.1055/s-2004-831193

Reference yield:

[1-chloro-4-hydroxy-4-(4-methoxy-phenyl)-2-oxo-butyl]-phosphonic acid diethyl ester (700380-39-8) → diethyl (4S)-1-chloro-2-oxo-4-butyryloxy-4-(4-methoxyphenyl)butylphosphonate (700380-70-7)

Guidance literature:

Multi-step reaction with 2 steps

1: DCC; DMAP / CH₂Cl₂ / -10 - 0 °C

2: Candida rugosa lipase; H₂O / diisopropyl ether

With dmap; water; dicyclohexyl-carbodiimide; Candida rugosa lipase; In dichloromethane; di-isopropyl ether;

DOI:10.1055/s-2004-831193

upstream raw materials:

chloro-1 oxo-2 propylphosphonate de diethyle

4-methoxy-benzaldehyde

Downstream raw materials:

diethyl (4R)-1-chloro-2-oxo-4-hydroxy-4-(4-methoxyphenyl)butylphosphonate

diethyl (4S)-1-chloro-2-oxo-4-butyryloxy-4-(4-methoxyphenyl)butylphosphonate