tazobactam synthesis

7synthesis methods

Product Name:tazobactam
CAS Number:87579-79-1
Molecular formula:C28H24N2O3S3
Molecular Weight:532.69

149-30-4
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BENZHYDRYL 6,6-DIHYDROPENICILLIC ACID 1-OXIDE[TAZOBACTAM INTERMEDIATE]

87579-78-0
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87579-79-1
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Yield:87579-79-1 95 mg

Reaction Conditions:

in water;toluene at 20 - 120; for 2 h;

Steps:

1.1; 1.1 In the first step, the disulfide ring-opening compound 2 is prepared by the following route:

At room temperature, add toluene (975 mL) to a four-necked flask equipped with a water trap, and then add 2-mercaptobenzothiazole (28.92 g, 172.90 mmol, 1.02 eq) to the system in sequenceAnd penicillyl sulfoxide diphenyl methyl ester 1 (65 g, 169.51 mmol, 1.0 eq), then the system was heated to 120 and refluxed and separated for 2 hours. After the reaction of the raw materials was completed, the system was quickly cooled to room temperature, and the product HPLC purity was 96% The external standard yield of the system is 95%, and then the temperature is controlled at 30-40 , and it is concentrated under reduced pressure until there is no fraction, and then it is directly used in the next reaction.

References:

CN113666946,2021,A Location in patent:Paragraph 0058; 0108

551-16-6 Synthesis