2-(2-Amino-4-thiazolyl)-2-[[(Z)-(p-nitrobenzyloxycarbonyl)methoxy]imino]-acetic acid

Base Information

Chemical Name:2-(2-Amino-4-thiazolyl)-2-[[(Z)-(p-nitrobenzyloxycarbonyl)methoxy]imino]-acetic acid
CAS No.:86299-58-3
Molecular Formula:C₁₄H₁₂N₄O₇S
Molecular Weight:380.338
Hs Code.:

Synonyms:2-(2-Amino-4-thiazolyl)-2-[[(Z)-(p-nitrobenzyloxycarbonyl)methoxy]imino]-acetic acid

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Chemical Property of 2-(2-Amino-4-thiazolyl)-2-[[(Z)-(p-nitrobenzyloxycarbonyl)methoxy]imino]-acetic acid

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Technology Process of 2-(2-Amino-4-thiazolyl)-2-[[(Z)-(p-nitrobenzyloxycarbonyl)methoxy]imino]-acetic acid

There total 6 articles about 2-(2-Amino-4-thiazolyl)-2-[[(Z)-(p-nitrobenzyloxycarbonyl)methoxy]imino]-acetic 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: 92.1%

: 108908-49-2
(5Z)-4-chloro-2-p-nitrobenzyloxycarbonylmethoxyimino-3-oxobutyric acid

: 17356-08-0
thiourea

: 86299-58-3
2-(2-Amino-4-thiazolyl)-2-[[(Z)-(p-nitrobenzyloxycarbonyl)methoxy]imino]-acetic acid

Guidance literature:: In N,N-dimethyl acetamide; for 1h; Ambient temperature;
DOI:10.1248/cpb.34.3458

Reference yield:

: 2-(2-amino-4-thiazolyl)-2-[[(Z)-(p-nitrobenzyloxycarbonyl)methoxy]imino]-acetic acid t-butyl ester

: 86299-58-3
2-(2-Amino-4-thiazolyl)-2-[[(Z)-(p-nitrobenzyloxycarbonyl)methoxy]imino]-acetic acid

Guidance literature:: With trifluoroborane diethyl ether; In water; acetic acid;

Reference yield:

: 108908-46-9
p-nitrobenzyl chloroacetate

: 86299-58-3
2-(2-Amino-4-thiazolyl)-2-[[(Z)-(p-nitrobenzyloxycarbonyl)methoxy]imino]-acetic acid

Guidance literature:: Multi-step reaction with 4 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

3: 28.2 percent / sulfuryl chloride / acetic acid / 5 h / 50 - 55 °C

4: 92.1 percent / N,N-dimethyl-acetamide / 1 h / Ambient temperature

With sulfuryl dichloride; potassium carbonate; trifluoroacetic acid; In N,N-dimethyl acetamide; acetic acid; ethyl acetate; N,N-dimethyl-formamide;
DOI:10.1248/cpb.34.3458