72699-69-5

Upstream product

• 85208-14-6 α-(2-benzyloxycarbonylaminothiazol-4-yl)-α-(t-butoxycarbonylamino)acetic acid 
• 92592-16-0 ethyl α-(2-benzyloxycarbonylaminothiazol-4-yl)-α-(t-butoxycarbonylamino)acetate 
• 64513-00-4 2-(2-amino-4-thiazolyl)-2-(Z)-hydroxyimino-acetic acid ethyl ester 
• 92592-13-7 ethyl (E)-α-benzyloxycarbonyloxyimino-α-(2-benzyloxycarbonylaminothiazol-4-yl)acetate 
• 501-53-1 benzyl chloroformate 

Downstream Products

• 85208-17-9 6-{2-(2-Benzyloxycarbonylamino-thiazol-4-yl)-2-[(4-ethyl-2,3-dioxo-piperazine-1-carbonyl)-amino]-acetylamino}-3,3-dimethyl-7-oxo-4-thia-1-aza-bicyclo[3.2.0]heptane-2-carboxylic acid benzyl ester 
• 85208-17-9 6-{2-(2-Benzyloxycarbonylamino-thiazol-4-yl)-2-[(4-ethyl-2,3-dioxo-piperazine-1-carbonyl)-amino]-acetylamino}-3,3-dimethyl-7-oxo-4-thia-1-aza-bicyclo[3.2.0]heptane-2-carboxylic acid benzyl ester 
• 85208-16-8 (+/-)-α-(2-benzyloxycarbonylaminothiazol-4-yl)-α-(4-ethyl-2,3-dioxopiperazin-1-ylcarbonylamino)acetic acid 

Relevant academic research and scientific papers

PENICILLIN-BINDING PROTEIN INHIBITORS

Described herein are certain boron-containing compounds, compositions, preparations and their use as modulators of the transpeptidase function of bacterial penicillin-binding proteins and as antibacterial agents. In some embodiments, the compounds describ

The Chemistry of Some 2-Aminothiazol-4-ylacetic Acid Derivatives and the Synthesis of Derived Penicillins

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.