85573-72-4

Basic information

• Product Name: 2-oxo-4-(benzothiazol-2-yl)dithio-α-isopropenyl-1-azetidine acetic acid benzhydryl ester
• Synonyms: 2-oxo-4-(benzothiazol-2-yl)dithio-α-isopropenyl-1-azetidine acetic acid benzhydryl ester
• CAS NO: 85573-72-4
• Molecular Weight: 532.708
• Mol File: 85573-72-4.mol
• Article Data: 6

Chemical Properties

• CAS DataBase Reference: 2-oxo-4-(benzothiazol-2-yl)dithio-α-isopropenyl-1-azetidine acetic acid benzhydryl ester(CAS DataBase Reference)
• NIST Chemistry Reference: 2-oxo-4-(benzothiazol-2-yl)dithio-α-isopropenyl-1-azetidine acetic acid benzhydryl ester(85573-72-4)
• EPA Substance Registry System: 2-oxo-4-(benzothiazol-2-yl)dithio-α-isopropenyl-1-azetidine acetic acid benzhydryl ester(85573-72-4)

Safety Data

• Hazardous Substances Data: 85573-72-4(Hazardous Substances Data)

Upstream product

• 205320-23-6 benzhydryl-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylate-4-oxide 
• 149-30-4 2-Mercaptobenzothiazole 
• 87579-78-0 diphenylmethyl (2S,5R,6R)-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylate 4-oxide 
• 24138-28-1 6-bromopenicillanic acid 
• 551-16-6 6-Aminopenicillanic Acid 
• 74189-25-6 diphenylmethyl 6α-bromopenicillanate 
• 80353-26-0 6α-bromopenicillan-3α-carboxylic acid diphenylmethyl ester-1β-oxide 
• 551-16-6 6-aminopenicillanic acid 
• 80353-26-0 Benzhydryl 6α-bromopenicillanate-1-oxide 
• 205320-26-9 6α-Bromopenicillanic acid 

Downstream Products

• 85573-73-5 2β-(chloro)methyl-2α-methyl-6,6-dihydropenam-3α-carboxylic acid benzhydryl ester 
• 89786-04-9 tazobactam acid 
• 89789-07-1 (2S,3S,5R) 3-methyl-7-oxo-3-(1H-1,2,3-triazol-1-yl-methyl)-4-thia-1-azabicyclo[3.2.0]heptane2-carboxylic acid 4,4-dioxide, diphenyl methyl ester 
• 85573-73-5 2β-chloromethyl-2α-methylpenicillin-3α-carboxylic acid diphenylmethyl ester 
• 89786-04-9 tazobactam 
• 122661-93-2 2α-methyl-2β-[(1,2,3-triazol-1-yl)methyl]penicillin-3α-carboxylic acid diphenylmethyl ester 
• 120-78-5 di(benzothiazol-2-yl)disulfide 
• 89051-48-9 Benzhydryl 2β-bromomethyl-2α-methyl-6,6-dihydropenicillanate 
• 112151-51-6 (2S,3R)-3-Methyl-7-oxo-3-thiocyanatomethyl-4-thia-1-aza-bicyclo[3.2.0]heptane-2-carboxylic acid benzhydryl ester 

Relevant articles and documents

2 β - Azidomethyl penicillanic acid dibenzoate. Preparation method of tazobactam intermediate and tazobactam

The invention provides a preparation method of 2 β -azipenicillanic acid dibenzoate, tazobactam intermediate and tazobactam. The preparation method comprises the following steps: carrying out free radical reaction in a solvent by using a reaction raw material comprising a double-sulfur open-loop compound, a stacked nitrogen source and an oxidant to obtain a product system comprising 2 β - azidomethyl penicillanic acid dibenzoate. By radical addition of the carbon-carbon double bonds of the double-sulfur ring-opening compound through the azide free radical, high-efficiency and high-selectivity synthesis of the disulphide ring-opening compound directly to 2 β - azimaapenem naphthenate is successfully realized through intramolecular radical substitution. Further, 2 β - azidomethyl penicillanic acid dibenzoate is taken as a key intermediate for synthesizing tazobactam, the yield of tazobactam is improved, and the cost is reduced.

Tazobactam intermediate preparation method

The invention provides a tazobactam intermediate preparation method, which comprises: subjecting benzhydryl penicillanate sulfoxide and 2-mercaptobenzothiazole which are adopted as reaction raw materials to a thermal cracking ring opening reaction at a te

A new approach to the synthesis of tazobactam using an organosilver compound

Tazobactam (9) was synthesized in 8 steps from the readily accessible 6-APA. By the first use of silver triazole as reactant, the formation of the isomer 7 was avoided and a total yield of 50%, which was two to three times higher than that of reported procedures for 9, was obtained. Georg Thieme Verlag Stuttgart.