Ethyl 2-(5-broMo-2-fluorophenyl)-2-oxoacetate

Base Information

• Chemical Name: Ethyl 2-(5-broMo-2-fluorophenyl)-2-oxoacetate
• CAS No.: 668969-68-4
• Molecular Formula: C10H8BrFO3
• Molecular Weight: 275.074
• Hs Code.: 2918300090
• Mol file: 668969-68-4.mol

Synonyms:Ethyl 2-(5-broMo-2-fluorophenyl)-2-oxoacetate

Chemical Property of Ethyl 2-(5-broMo-2-fluorophenyl)-2-oxoacetate

Chemical Property:

• PSA: 43.37000
• LogP: 2.33400

Purity/Quality:

99% ^*data from raw suppliers

Ethyl2-(5-Bromo-2-fluorophenyl)-2-oxoacetate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: Ethyl 2-(5-Bromo-2-fluorophenyl)-2-oxoacetate is a versatile reactant used in the synthesis of a tricyclic BACE1 inhibitor warhead through β-lactam opening.

Technology Process of Ethyl 2-(5-broMo-2-fluorophenyl)-2-oxoacetate

There total 3 articles about Ethyl 2-(5-broMo-2-fluorophenyl)-2-oxoacetate 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-bromo-1-fluoro-2-iodobenzene (116272-41-4) + oxalic acid diethyl ester (95-92-1) → ethyl 2-(5-bromo-2-fluorophenyl)-2-oxoacetate (668969-68-4)

Guidance literature:

4-bromo-1-fluoro-2-iodobenzene; With isopropylmagnesium chloride; In tetrahydrofuran; at -40 - -30 ℃;

oxalic acid diethyl ester; In tetrahydrofuran; at -70 - -10 ℃; for 1h;

With hydrogenchloride; In tetrahydrofuran; water; Cooling;

Reference yield: 74.0%

ethyl (5-bromo-2-fluorophenyl)(hydroxy)acetate (668969-67-3) → ethyl 2-(5-bromo-2-fluorophenyl)-2-oxoacetate (668969-68-4)

Guidance literature:

With acetic anhydride; In dimethyl sulfoxide; at 90 ℃; for 3h;

Reference yield:

oxalic acid diethyl ester (95-92-1) + 1-Bromo-4-fluorobenzene (460-00-4) → ethyl 2-(5-bromo-2-fluorophenyl)-2-oxoacetate (668969-68-4)

Guidance literature:

1-Bromo-4-fluorobenzene; With n-butyllithium; diisopropylamine; In tetrahydrofuran; hexane; at -70 - -60 ℃; for 2.5h;

oxalic acid diethyl ester; In tetrahydrofuran; hexane; at -70 - -50 ℃; for 0.25h;

With hydrogenchloride; water; In tetrahydrofuran; hexane; at -70 ℃;

upstream raw materials:

ethyl (5-bromo-2-fluorophenyl)(hydroxy)acetate

4-bromo-1-fluoro-2-iodobenzene

oxalic acid diethyl ester

1-Bromo-4-fluorobenzene

Downstream raw materials:

(R)-5-(5-amino-2-fluoro-phenyl)-5,6,6-trimethyl-morpholine-3-thione

(S)-2-methyl-propane-2-sulfinic acid [(R)-1-(5-bromo-2-fluoro-phenyl)-2-hydroxy-1,2-dimethyl-propyl]-amide

(R)-5-[5-(benzhydrylidene-amino)-2-fluoro-phenyl]-5,6,6-trimethyl-morpholin-3-one

(S)-(5-bromo-2-fluoro-phenyl)-[(Z)-2-methyl-propane-2-sulfinylimino]-acetic acid ethyl ester

Refernces

• 1、 -. "3-AMINO-5-PHENYL-5,6-DIHYDRO-2H-[1,4]OXAZINES". Page/Page column 38. . Retrieved 2011/04/14.
• 2、 -. "ANTIBACTERIAL BENZOIC ACID DERIVATIVES". Page 105-106. . Retrieved 2010/02/06.