Unibest 优贝德
← Back to patent-cliff list

CAS 89789-07-1

Benzhydryl (2S,3S,5R)-3-((1H-1,2,3-triazol-1-yl)methyl)-3-methyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylate 4,4-dioxide

Codes:Tazobactam Sodium-009

Application context (from source-drug indications)

腹腔感染他唑巴坦钠/头孢洛生呼吸机相关性肺炎他唑巴坦钠/头孢洛生泌尿系统感染他唑巴坦钠/头孢洛生社区获得性细菌肺炎他唑巴坦钠/头孢洛生肾盂肾炎他唑巴坦钠/头孢洛生医院获得性肺炎他唑巴坦钠/头孢洛生细菌感染头孢他啶/他唑巴坦钠呼吸道感染头孢他啶/他唑巴坦钠泌尿系统感染头孢他啶/他唑巴坦钠

Source drugs (routes using this intermediate)

DrugTierExpiry
他唑巴坦钠/头孢洛生Tazobactam Sodium/CeftolozaneTier C — Watch / trade-
头孢他啶/他唑巴坦钠Ceftazidime/Tazobactam SodiumTier C — Watch / trade-

Position in synthesis routes (up/downstream chain)

Ordered by route registration; left → right is the synthesis direction. The highlighted node is the current CAS; others link to their own profiles.

他唑巴坦钠/头孢洛生工艺路线steps: 7total yield: 1046.36g(Tazobactam Sodium-009)
(2S-(2alpha,3beta,5alpha))-3-(Chloromethyl)-3-methyl-7-oxo-4-thia-1-azabicyclo(3.2.0)heptane-2-carboxylic acid diphenylmethyl ester→Benzhydryl (2S,3S,5R)-3-((1H-1,2,3-triazol-1-yl)methyl)-3-methyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylate 4,4-dioxide→Ethanedial→Diamine→1,1'-(Ethane-1,2-diylidene)dihydrazine→1H-1,2,3-Triazol-1-amine→3-Amino-1-([(2S,3S,5R)-2-[(diphenylmethoxy)carbonyl]-3-methyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptan-3-yl]methyl)-1H-1,2,3-triazol-3-ium chloride→3-Amino-1-([(2S,3S,5R)-2-[(diphenylmethoxy)carbonyl]-3-methyl-4,4,7-trioxo-4lambda6-thia-1-azabicyclo[3.2.0]heptan-3-yl]methyl)-1H-1,2,3-triazol-3-ium chloride→2-Propynoic acid→(2S,3S,5R)-2-Methyl-2-(1H-1,2,3-triazol-1-ylmethyl)penam-3-carboxylic acid diphenylmethyl ester
他唑巴坦钠/头孢洛生优化路线steps: 7total yield: 5g(Tazobactam (Free))
1,2,3-Triazole→Silver(1+) 1,2,3-triazol-1-ide→(2S,3S,5R)-2-Methyl-2-(1H-1,2,3-triazol-1-ylmethyl)penam-3-carboxylic acid diphenylmethyl ester→Methyl (2S,3S,5R)-3-methyl-7-oxo-3-[(1H-1,2,3-triazol-1-yl)methyl]-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylate→Benzhydryl (2S,3S,5R)-3-((1H-1,2,3-triazol-1-yl)methyl)-3-methyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylate 4,4-dioxide→Methyl (2S,3S,5R)-3-methyl-4,4,7-trioxo-3-[(1H-1,2,3-triazol-1-yl)methyl]-4lambda6-thia-1-azabicyclo[3.2.0]heptane-2-carboxylate→(2S,3S,5R)-3-Methyl-4,4,7-trioxo-3-(triazol-1-ylmethyl)-4lambda6-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid→Diphenylmethyl (2S,3R,5R)-3-(bromomethyl)-3-methyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylate→Diphenylmethyl (2S,3R,4R,5R)-3-(bromomethyl)-3-methyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylate 4-oxide→(Z)-Ethene-1,2-diamine hydrogen chloride→Diphenylmethyl (2S,3S,4R,5R)-3-methyl-7-oxo-3-(1H-1,2,3-triazol-1-ylmethyl)-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylate 4-oxide
他唑巴坦钠/头孢洛生优化路线steps: 15total yield: 4.6g(Tazobactam (Free))
(+)-6-Aminopenicillanic acid→(2S,5R,6S)-6-Bromo-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid→(2S,4R,6S)-6-Bromo-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid 4-oxide→(Diphenylmethylidene)hydrazine→[Diazo(phenyl)methyl]benzene→(2S,5R,6S)-Benzhydryl 6-bromo-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylate 4-oxide→Diphenylmethyl (2S,5R,6S)-6-bromo-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylate→(2S,5R)-2beta-[(Benzhydryloxy)carbonyl]-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane4-oxide→1,3-Benzothiazole-2-thiol→(2R)-2-[(2R)-2-[(Benzothiazol-2-yl)dithio]-4-oxoazetidin-1-yl]-3-methyl-3-butenoic acid benzhydryl ester→(2S-(2alpha,3beta,5alpha))-3-(Chloromethyl)-3-methyl-7-oxo-4-thia-1-azabicyclo(3.2.0)heptane-2-carboxylic acid diphenylmethyl ester→Diphenylmethyl (2S,3R,4R,5R)-3-(chloromethyl)-3-methyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylate 4-oxide→Diphenylmethyl (2S,3S,4R,5R)-3-(azidomethyl)-3-methyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylate 4-oxide→Benzhydryl (2S,3S,5R)-3-(azidomethyl)-3-methyl-4,4,7-trioxo-4lambda6-thia-1-azabicyclo[3.2.0]heptane-2-carboxylate→Diphenylmethyl (2R,3S,6R)-3-azido-3-methyl-8-oxo-5-thia-1-azabicyclo[4.2.0]octane-2-carboxylate→Benzhydryl (2S,3S,5R)-3-(azidomethyl)-3-methyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylate→Acetylene→Benzhydryl (2S,3S,5R)-3-((1H-1,2,3-triazol-1-yl)methyl)-3-methyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylate 4,4-dioxide→(2S,3S,5R)-3-Methyl-4,4,7-trioxo-3-(triazol-1-ylmethyl)-4lambda6-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid
头孢他啶/他唑巴坦钠工艺路线steps: 7total yield: 1046.36g(Tazobactam Sodium-009)
(2S-(2alpha,3beta,5alpha))-3-(Chloromethyl)-3-methyl-7-oxo-4-thia-1-azabicyclo(3.2.0)heptane-2-carboxylic acid diphenylmethyl ester→Benzhydryl (2S,3S,5R)-3-((1H-1,2,3-triazol-1-yl)methyl)-3-methyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylate 4,4-dioxide→Ethanedial→Diamine→1,1'-(Ethane-1,2-diylidene)dihydrazine→1H-1,2,3-Triazol-1-amine→3-Amino-1-([(2S,3S,5R)-2-[(diphenylmethoxy)carbonyl]-3-methyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptan-3-yl]methyl)-1H-1,2,3-triazol-3-ium chloride→3-Amino-1-([(2S,3S,5R)-2-[(diphenylmethoxy)carbonyl]-3-methyl-4,4,7-trioxo-4lambda6-thia-1-azabicyclo[3.2.0]heptan-3-yl]methyl)-1H-1,2,3-triazol-3-ium chloride→2-Propynoic acid→(2S,3S,5R)-2-Methyl-2-(1H-1,2,3-triazol-1-ylmethyl)penam-3-carboxylic acid diphenylmethyl ester
头孢他啶/他唑巴坦钠优化路线steps: 7total yield: 5g(Tazobactam (Free))
1,2,3-Triazole→Silver(1+) 1,2,3-triazol-1-ide→(2S,3S,5R)-2-Methyl-2-(1H-1,2,3-triazol-1-ylmethyl)penam-3-carboxylic acid diphenylmethyl ester→Methyl (2S,3S,5R)-3-methyl-7-oxo-3-[(1H-1,2,3-triazol-1-yl)methyl]-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylate→Benzhydryl (2S,3S,5R)-3-((1H-1,2,3-triazol-1-yl)methyl)-3-methyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylate 4,4-dioxide→Methyl (2S,3S,5R)-3-methyl-4,4,7-trioxo-3-[(1H-1,2,3-triazol-1-yl)methyl]-4lambda6-thia-1-azabicyclo[3.2.0]heptane-2-carboxylate→(2S,3S,5R)-3-Methyl-4,4,7-trioxo-3-(triazol-1-ylmethyl)-4lambda6-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid→Diphenylmethyl (2S,3R,5R)-3-(bromomethyl)-3-methyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylate→Diphenylmethyl (2S,3R,4R,5R)-3-(bromomethyl)-3-methyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylate 4-oxide→(Z)-Ethene-1,2-diamine hydrogen chloride→Diphenylmethyl (2S,3S,4R,5R)-3-methyl-7-oxo-3-(1H-1,2,3-triazol-1-ylmethyl)-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylate 4-oxide
头孢他啶/他唑巴坦钠优化路线steps: 15total yield: 4.6g(Tazobactam (Free))
(+)-6-Aminopenicillanic acid→(2S,5R,6S)-6-Bromo-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid→(2S,4R,6S)-6-Bromo-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid 4-oxide→(Diphenylmethylidene)hydrazine→[Diazo(phenyl)methyl]benzene→(2S,5R,6S)-Benzhydryl 6-bromo-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylate 4-oxide→Diphenylmethyl (2S,5R,6S)-6-bromo-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylate→(2S,5R)-2beta-[(Benzhydryloxy)carbonyl]-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane4-oxide→1,3-Benzothiazole-2-thiol→(2R)-2-[(2R)-2-[(Benzothiazol-2-yl)dithio]-4-oxoazetidin-1-yl]-3-methyl-3-butenoic acid benzhydryl ester→(2S-(2alpha,3beta,5alpha))-3-(Chloromethyl)-3-methyl-7-oxo-4-thia-1-azabicyclo(3.2.0)heptane-2-carboxylic acid diphenylmethyl ester→Diphenylmethyl (2S,3R,4R,5R)-3-(chloromethyl)-3-methyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylate 4-oxide→Diphenylmethyl (2S,3S,4R,5R)-3-(azidomethyl)-3-methyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylate 4-oxide→Benzhydryl (2S,3S,5R)-3-(azidomethyl)-3-methyl-4,4,7-trioxo-4lambda6-thia-1-azabicyclo[3.2.0]heptane-2-carboxylate→Diphenylmethyl (2R,3S,6R)-3-azido-3-methyl-8-oxo-5-thia-1-azabicyclo[4.2.0]octane-2-carboxylate→Benzhydryl (2S,3S,5R)-3-(azidomethyl)-3-methyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylate→Acetylene→Benzhydryl (2S,3S,5R)-3-((1H-1,2,3-triazol-1-yl)methyl)-3-methyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylate 4,4-dioxide→(2S,3S,5R)-3-Methyl-4,4,7-trioxo-3-(triazol-1-ylmethyl)-4lambda6-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid

Intermediates available on this site

No listed intermediates for this target yet — send an RFQ directly and it will enter our matching pool.

This is a CAS-level registry record: registrations across routes are merged. Supplier offers and buyer demands will be matched on this CAS as the primary key.