Butanoic acid, 2-[(2-Methoxy-2-oxoethoxy)iMino]-3-oxo-, 1,1-diMethylethyl ester, (Z)-

Base Information

• Chemical Name: Butanoic acid, 2-[(2-Methoxy-2-oxoethoxy)iMino]-3-oxo-, 1,1-diMethylethyl ester, (Z)-
• CAS No.: 84080-68-2
• Molecular Formula: C11H17NO6
• Molecular Weight: 259.259
• Mol file: 84080-68-2.mol

Synonyms:

Chemical Property of Butanoic acid, 2-[(2-Methoxy-2-oxoethoxy)iMino]-3-oxo-, 1,1-diMethylethyl ester, (Z)-

Chemical Property:

• PSA: 91.26000
• LogP: 0.46270
• Solubility.: Dichloromethane

Purity/Quality:

90% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: (Z)-tert-Butyl 2-((2-Methoxy-2-oxoethoxy)imino)-3-oxobutanoate is an intermediate for the synthesis of Cefixime-13C,15N2 (C242802), which is labelled Cefixime (C242800). Orally active, third generation cephalosporin antibiotic.

Technology Process of Butanoic acid, 2-[(2-Methoxy-2-oxoethoxy)iMino]-3-oxo-, 1,1-diMethylethyl ester, (Z)-

There total 2 articles about Butanoic acid, 2-[(2-Methoxy-2-oxoethoxy)iMino]-3-oxo-, 1,1-diMethylethyl ester, (Z)- 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:

(Z)-2-hydroxyimino-3-oxo-butyric acid tert-butyl ester (79232-64-7) + methyl chloroacetate (96-34-4) → tert-butyl (Z)-2-((2-methoxy-2-oxoethoxy)imino)-3-oxobutanoate (84080-68-2,268544-50-9)

Guidance literature:

With potassium carbonate; In ethyl acetate; N,N-dimethyl-formamide; at 20 ℃; for 15h;

DOI:10.1016/S0014-827X(99)00118-4

Reference yield:

tert-butyl acetoacetate (1694-31-1) → tert-butyl (Z)-2-((2-methoxy-2-oxoethoxy)imino)-3-oxobutanoate (84080-68-2,268544-50-9)

Guidance literature:

Multi-step reaction with 2 steps

1: aq. NaNO₂; AcOH / 0.5 h / 15 °C

2: 33.6 g / K₂CO₃ / ethyl acetate; dimethylformamide / 15 h / 20 °C

With potassium carbonate; acetic acid; sodium nitrite; In ethyl acetate; N,N-dimethyl-formamide; 1: Substitution / 2: Alkylation;

DOI:10.1016/S0014-827X(99)00118-4

Reference yield: 32.5%

tert-butyl (Z)-2-((2-methoxy-2-oxoethoxy)imino)-3-oxobutanoate (84080-68-2,268544-50-9) → 4-Chloro-2-methoxycarbonylmethoxyimino-3-oxobutyric acid (84080-70-6)

Guidance literature:

With sulfuryl dichloride; acetic acid; at 58 - 60 ℃; for 1h;

DOI:10.1016/S0014-827X(99)00118-4

upstream raw materials:

(Z)-2-hydroxyimino-3-oxo-butyric acid tert-butyl ester

methyl chloroacetate

tert-butyl acetoacetate

Downstream raw materials:

4-Chloro-2-methoxycarbonylmethoxyimino-3-oxobutyric acid

Refernces