7-(2-Benzyloxy-4,6-dichloro-phenyl)-6,6-difluoro-3-hydroxy-5-oxo-heptanoic acid ethyl ester

Base Information

• Chemical Name: 7-(2-Benzyloxy-4,6-dichloro-phenyl)-6,6-difluoro-3-hydroxy-5-oxo-heptanoic acid ethyl ester
• CAS No.: 125442-95-7
• Molecular Formula: C₂₂H₂₂Cl₂F₂O₅
• Molecular Weight: 475.316
• Mol file: 125442-95-7.mol

Synonyms:7-(2-Benzyloxy-4,6-dichloro-phenyl)-6,6-difluoro-3-hydroxy-5-oxo-heptanoic acid ethyl ester

Chemical Property of 7-(2-Benzyloxy-4,6-dichloro-phenyl)-6,6-difluoro-3-hydroxy-5-oxo-heptanoic acid ethyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 7-(2-Benzyloxy-4,6-dichloro-phenyl)-6,6-difluoro-3-hydroxy-5-oxo-heptanoic acid ethyl ester

There total 6 articles about 7-(2-Benzyloxy-4,6-dichloro-phenyl)-6,6-difluoro-3-hydroxy-5-oxo-heptanoic acid ethyl 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: 20.0%

malonaldehyde triethyl orthoester (125442-88-8) + 4-(2-Benzyloxy-4,6-dichloro-phenyl)-3,3-difluoro-butan-2-one (125442-94-6) → 7-(2-Benzyloxy-4,6-dichloro-phenyl)-6,6-difluoro-3-hydroxy-5-oxo-heptanoic acid ethyl ester (125442-95-7)

Guidance literature:

With oxonium; lithium hexamethyldisilazane; In tetrahydrofuran; at -78 ℃;

DOI:10.1016/S0040-4039(00)88466-X

Reference yield:

cyanoacetic acid triethyl orthoester (121507-32-2) → 7-(2-Benzyloxy-4,6-dichloro-phenyl)-6,6-difluoro-3-hydroxy-5-oxo-heptanoic acid ethyl ester (125442-95-7)

Guidance literature:

Multi-step reaction with 2 steps

1: 80 percent / DIBAL / toluene / -78 °C

2: 20 percent / 1.) LiN(TMS)2; 2.) H₃O⁽¹⁺⁾ / tetrahydrofuran / -78 °C

With oxonium; diisobutylaluminium hydride; lithium hexamethyldisilazane; In tetrahydrofuran; toluene;

DOI:10.1016/S0040-4039(00)88466-X

Reference yield:

1-Benzyloxy-2-bromomethyl-3,5-dichloro-benzene (125442-89-9) → 7-(2-Benzyloxy-4,6-dichloro-phenyl)-6,6-difluoro-3-hydroxy-5-oxo-heptanoic acid ethyl ester (125442-95-7)

Guidance literature:

Multi-step reaction with 5 steps

1: 92 percent / KH / dimethylformamide; benzene

2: 95 percent / NBS, H₂O / acetone

3: 33 percent / diethylaminosulfur trifluoride (DAST) / neat (no solvent) / 60 °C

4: 99 percent / H₃O⁽¹⁺⁾ / tetrahydrofuran / -78 °C

5: 20 percent / 1.) LiN(TMS)2; 2.) H₃O⁽¹⁺⁾ / tetrahydrofuran / -78 °C

With N-Bromosuccinimide; diethylamino-sulfur trifluoride; oxonium; water; potassium hydride; lithium hexamethyldisilazane; In tetrahydrofuran; N,N-dimethyl-formamide; acetone; benzene;

DOI:10.1016/S0040-4039(00)88466-X

upstream raw materials:

malonaldehyde triethyl orthoester

4-(2-Benzyloxy-4,6-dichloro-phenyl)-3,3-difluoro-butan-2-one

cyanoacetic acid triethyl orthoester

1-Benzyloxy-2-bromomethyl-3,5-dichloro-benzene

Downstream raw materials:

7-(2-Benzyloxy-4,6-dichloro-phenyl)-6,6-difluoro-3-hydroxy-5-oxo-heptanoic acid