50382-11-1Relevant articles and documents
Synthetic method for ethyl 2-(2-aminothiazol-4-yl)-2-methoxyiminoacetate
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Paragraph 0016; 0017, (2020/01/12)
The invention discloses a synthetic method for ethyl 2-(2-aminothiazol-4-yl)-2-methoxyiminoacetate. The method is characterized by comprising the following steps: a, performing chlorination on diketene, and performing alcoholysis to synthesize ethyl 4-chloroacetoacetate; b, performing oximation on the ethyl 4-chloroacetoacetate to synthesize ethyl 4-chloro-2-(hydroxyimino)-3-oxobutanoate; c, performing a reaction on the ethyl 4-chloro-2-(hydroxyimino)-3-oxobutanoate and thiourea to synthesize ethyl 2-(2-aminothiazol-4-yl)-2-hydroxyiminoacetate; and d, performing hydrocarbonylation on the ethyl2-(2-aminothiazol-4-yl)-2-hydroxyiminoacetate to synthesize the ethyl 2-(2-aminothiazol-4-yl)-2-methoxyiminoacetate. The method has the following advantages: 1, the chlorination reaction in the stepa is a continuous reaction, and has a fast reaction speed and no accumulation of a large amount of dangerous materials, so that the danger is small; 2, the costs of equipment are lower, the equipmentis conventional organic synthesis equipment, no expensive and special equipment is needed, so that the equipment is easy to copy, and the production efficiency is improved; and 3, the diketene is directly used as a raw material, the raw material cost is low, the synthetic steps are simple to operate, so that the method facilitates reducing the production costs of the ethyl 2-(2-aminothiazol-4-yl)-2-methoxyiminoacetate.
GPR40 AGONISTS FOR THE TREATMENT OF TYPE II DIABETES
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Page/Page column 123; 124, (2017/03/08)
Disclosed are compounds, compositions and methods for treating of disorders that are affected by the modulation of the GPR40 receptor. Such compounds are represented by Formula (I), as follows: wherein R1, R2, R4, W, X, Y, and G, are defined herein.
The Chemistry of Some 2-Aminothiazol-4-ylacetic Acid Derivatives and the Synthesis of Derived Penicillins
Hardy, Kenneth D.,Harrington, Frank P.,Stachulski, Andrew V.
, p. 1227 - 1236 (2007/10/02)
The N-protected 2-aminothiazol-4-ylacetic acid derivatives (6), (11), (14), (16), (18), (26), (27), (30), (33), and (34) have been prepared.They are readily available by reaction of the corresponding 2-aminoethyl esters such as (1) with the appropriate acylating agents, generally giving a bis-carbamate of type (5), followed by saponification.The process is general for α-methylene, α-oximino, and α-aminosubstituents in the side-chain affording in the last case a route to differentially protected α-amino-α-(2-aminothiazol-4-yl)acetic acids such as (30).The optimum conditions for the acylations are described; the course of the saponification of the bis-carbamate esters is discussed and physical evidence for the structures of the derivatives is presented.The use of the protected acids (11) and (34) in the synthesis of the piperacillin analogue (38) is described.