15583-33-2

Upstream product

• 186581-53-3 diazomethane 
• 87-08-1 penicilin V 
• 132-98-9 penicillin V potassium 

Downstream Products

• 118693-29-1 (3S,5R,6R)-3-diazoacetyl-2,2-dimethyl-6-phenoxyacetamidopenam 1,1-dioxide 
• 118673-33-9 (3S,5R,6R)-3-hydroxyacetyl-2,2-dimethyl-6-phenoxyacetamidopenam 1,1-dioxide 
• 118673-31-7 (3S,5R,6R)-3-chloroacetyl-2,2-dimethyl-6-phenoxyacetamidopenam 1,1-dioxide 
• 118673-35-1 (1S,3S,5R,6R)-3-hydroxyacetyl-2,2-dimethyl-6-phenoxyacetamidopenam 1-oxide 
• 118673-32-8 (7R,8R)-2-isopropylidene-8-phenoxyacetamido-5-oxa-6-thia-1-azabicyclo<5.2.0>nonane-3,9-dione 6-oxide 
• 119618-13-2 (7R,8S)-2-isopropylidene-8-phenoxyacetamido-5-oxa-6-thia-1-azabicyclo<5.2.0>nonane-3,9-dione 6-oxide 
• 34707-41-0 N-((6R)-2-isopropylidene-3,8-dioxo-(6rH)-5-thia-1-aza-bicyclo[4.2.0]oct-7t-yl)-2-phenoxy-acetamide 
• 10482-95-8 2-[(5R)-3,3-dimethyl-7-oxo-6t-(2-phenoxy-acetylamino)-(5rH)-4-thia-1-aza-bicyclo[3.2.0]hept-2c-yl]-N-phenyl-acetamide 
• 75413-33-1 N-((1S,6aS)-3,3-Dimethyl-2-oxo-1,2b,3,6a-tetrahydro-2H-6-oxa-4-thia-2a-aza-cyclobuta[a]pentalen-1-yl)-2-phenoxy-acetamide 
• 63822-48-0 N-((1S)-8,8-dimethyl-3,9-dioxo-(1rC⁹,5tH,6cC⁹)-7-thia-2-aza-tricyclo[4.2.1.0^2,5]non-4t-yl)-2-phenoxy-acetamide 
• 34997-05-2 (R)-((5S)-4,4-dimethyl-6-oxo-(5rH)-3-thia-1-aza-bicyclo[3.2.0]hept-2c-yl)-(2-phenoxy-acetylamino)-acetic acid 
• 18521-34-1 [(5R)-3,3-dimethyl-7-oxo-6t-(2-phenoxy-acetylamino)-(5rH)-4-thia-1-aza-bicyclo[3.2.0]hept-2c-yl]-acetic acid 
• 34707-40-9 N-((5R)-2c-chloroacetyl-3,3-dimethyl-7-oxo-(5rH)-4-thia-1-aza-bicyclo[3.2.0]hept-6t-yl)-2-phenoxy-acetamide 

Relevant academic research and scientific papers

Studies Related to Penicillins. Part 24. A Novel Thiazolidine Ring Enlargement of Penam Dioxides

In the presence of hydrochloric acid, (3S,5R,6R)-3-diazoacetyl-2,2-dimethyl-6-phenoxyacetamidopenam 1,1-dioxide (4c) was converted into the corresponding 3-chloroacetyl derivative (4b), which reacted with 1,5-diazabicyclonon-5-ene (DBN) to give (7R