diethyl ((S)-2-(4-methyl-2-oxo-2H-chromen-7-yloxy)propanamido)(3-chlorophenyl)methylphosphonate

Base Information

• Chemical Name: diethyl ((S)-2-(4-methyl-2-oxo-2H-chromen-7-yloxy)propanamido)(3-chlorophenyl)methylphosphonate
• CAS No.: 1533457-17-8
• Molecular Formula: C₂₄H₂₇ClNO₇P
• Molecular Weight: 507.908
• Mol file: 1533457-17-8.mol

Synonyms:diethyl ((S)-2-(4-methyl-2-oxo-2H-chromen-7-yloxy)propanamido)(3-chlorophenyl)methylphosphonate

Chemical Property of diethyl ((S)-2-(4-methyl-2-oxo-2H-chromen-7-yloxy)propanamido)(3-chlorophenyl)methylphosphonate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of diethyl ((S)-2-(4-methyl-2-oxo-2H-chromen-7-yloxy)propanamido)(3-chlorophenyl)methylphosphonate

There total 5 articles about diethyl ((S)-2-(4-methyl-2-oxo-2H-chromen-7-yloxy)propanamido)(3-chlorophenyl)methylphosphonate 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: 76.0%

(S)-2-(4-methyl-2-oxo-2H-chromen-7-yloxy)propanoic acid (885126-83-0) + α-O,O'-diethyl amino(3-chlorophenyl)methylphosphonate (374569-44-5) → diethyl ((S)-2-(4-methyl-2-oxo-2H-chromen-7-yloxy)propanamido)(3-chlorophenyl)methylphosphonate (1533457-17-8)

Guidance literature:

With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In dimethyl sulfoxide; at 20 ℃; Cooling with ice;

DOI:10.1007/s00044-013-0899-3

Reference yield:

7-hydroxy-4-methyl-chromen-2-one (90-33-5,79566-13-5) → diethyl ((S)-2-(4-methyl-2-oxo-2H-chromen-7-yloxy)propanamido)(3-chlorophenyl)methylphosphonate (1533457-17-8)

Guidance literature:

Multi-step reaction with 2 steps

1: potassium carbonate / acetone / 13 h / 56 °C

2: benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / dimethyl sulfoxide / 20 °C / Cooling with ice

With potassium carbonate; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In dimethyl sulfoxide; acetone;

DOI:10.1007/s00044-013-0899-3

Reference yield:

m-Chlorobenzaldehyde (587-04-2) → diethyl ((S)-2-(4-methyl-2-oxo-2H-chromen-7-yloxy)propanamido)(3-chlorophenyl)methylphosphonate (1533457-17-8)

Guidance literature:

Multi-step reaction with 3 steps

1.1: ammonium acetate / 6 h / Reflux

1.2: 3 h / 70 °C

2.1: hydrogenchloride / diethyl ether / 2 h / 0 °C

2.2: 0.5 h / 20 °C

3.1: benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / dimethyl sulfoxide / 20 °C / Cooling with ice

With hydrogenchloride; ammonium acetate; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In diethyl ether; dimethyl sulfoxide;

DOI:10.1007/s00044-013-0899-3

upstream raw materials:

7-hydroxy-4-methyl-chromen-2-one

recorcinol

(S)-2-(4-methyl-2-oxo-2H-chromen-7-yloxy)propanoic acid

α-O,O'-diethyl amino(3-chlorophenyl)methylphosphonate