(Z)-2-p-nitrobenzyloxycarbonylmethoxyimino-3-oxobutyric acid

Base Information

• Chemical Name: (Z)-2-p-nitrobenzyloxycarbonylmethoxyimino-3-oxobutyric acid
• CAS No.: 108908-48-1
• Molecular Formula: C₁₃H₁₂N₂O₈
• Molecular Weight: 324.247
• Mol file: 108908-48-1.mol

Synonyms:(Z)-2-p-nitrobenzyloxycarbonylmethoxyimino-3-oxobutyric acid

Chemical Property of (Z)-2-p-nitrobenzyloxycarbonylmethoxyimino-3-oxobutyric acid

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (Z)-2-p-nitrobenzyloxycarbonylmethoxyimino-3-oxobutyric acid

There total 2 articles about (Z)-2-p-nitrobenzyloxycarbonylmethoxyimino-3-oxobutyric acid 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: 92.7%

tert-butyl (Z)-2-p-nitrobenzyloxycarbonylmethoxyimino-3-oxobutyrate (108908-47-0) → (Z)-2-p-nitrobenzyloxycarbonylmethoxyimino-3-oxobutyric acid (108908-48-1)

Guidance literature:

With trifluoroacetic acid; In various solvent(s); for 2h; Ambient temperature;

DOI:10.1248/cpb.34.3458

Reference yield:

p-nitrobenzyl chloroacetate (108908-46-9) → (Z)-2-p-nitrobenzyloxycarbonylmethoxyimino-3-oxobutyric acid (108908-48-1)

Guidance literature:

Multi-step reaction with 2 steps

1: 54.5 percent / K₂CO₃ / ethyl acetate; dimethylformamide / 5 h / 50 °C

2: 92.7 percent / TFA / various solvent(s) / 2 h / Ambient temperature

With potassium carbonate; trifluoroacetic acid; In ethyl acetate; N,N-dimethyl-formamide;

DOI:10.1248/cpb.34.3458

Reference yield: 28.2%

(Z)-2-p-nitrobenzyloxycarbonylmethoxyimino-3-oxobutyric acid (108908-48-1) → (5E)-4-chloro-2-p-nitrobenzyloxycarbonylmethoxyimino-3-oxobutyric acid (108908-54-9) + (5Z)-4-chloro-2-p-nitrobenzyloxycarbonylmethoxyimino-3-oxobutyric acid (108908-49-2)

Guidance literature:

With sulfuryl dichloride; In acetic acid; at 50 - 55 ℃; for 5h;

DOI:10.1248/cpb.34.3458

upstream raw materials:

tert-butyl (Z)-2-p-nitrobenzyloxycarbonylmethoxyimino-3-oxobutyrate

p-nitrobenzyl chloroacetate

Downstream raw materials:

(5E)-4-chloro-2-p-nitrobenzyloxycarbonylmethoxyimino-3-oxobutyric acid

(5Z)-4-chloro-2-p-nitrobenzyloxycarbonylmethoxyimino-3-oxobutyric acid

7β-<(E)-2-(2-amino-4-thiazolyl)-2-p-nitrobenzyloxycarbonylmethoxyiminoacetamido>-3-vinyl-3-cephem-4-carboxylic acid

diphenylmethyl 7β-<(E)-4-chloro-2-p-nitrobenzyloxycarbonylmethoxyimino-3-oxobutyramido>-3-vinyl-3-cephem-4-carboxylate

Refernces