78418-91-4

Upstream product

• 65750-59-6 2-(4-nitrobenzyloxycarbonylamino)ethanethiol 
• 77396-88-4 (5R,6S)-3-(Diethoxy-phosphoryloxy)-6-(1-hydroxy-ethyl)-7-oxo-1-aza-bicyclo[3.2.0]hept-2-ene-2-carboxylic acid 4-nitro-benzyl ester 
• 135439-84-8 (5R,6S)-6-(1-Hydroxy-ethyl)-7-oxo-3-trifluoromethanesulfonyloxy-1-aza-bicyclo[3.2.0]hept-2-ene-2-carboxylic acid 4-nitro-benzyl ester 
• 77396-81-7 (5R,6S)-6-(1-Hydroxy-ethyl)-7-oxo-3-(toluene-4-sulfonyloxy)-1-aza-bicyclo[3.2.0]hept-2-ene-2-carboxylic acid 4-nitro-benzyl ester 
• 75321-08-3 (5R,6S)-3-(Diphenoxy-phosphoryloxy)-6-(1-hydroxy-ethyl)-7-oxo-1-aza-bicyclo[3.2.0]hept-2-ene-2-carboxylic acid 4-nitro-benzyl ester 
• 75321-08-3 (5R,6S)-3-(Diphenoxy-phosphoryloxy)-6-((R)-1-hydroxy-ethyl)-7-oxo-1-aza-bicyclo[3.2.0]hept-2-ene-2-carboxylic acid 4-nitro-benzyl ester 
• 80655-43-2 (2-Trimethylsilanylsulfanyl-ethyl)-carbamic acid 4-nitro-benzyl ester 
• 77120-95-7 (2S,3R)-3-Amino-2-((S)-1-hydroxy-ethyl)-pentanedioic acid 5-benzyl ester; hydrochloride 
• 74288-37-2 4-{(2R,3S)-1-(tert-Butyl-dimethyl-silanyl)-3-[(S)-1-(tert-butyl-dimethyl-silanyloxy)-ethyl]-4-oxo-azetidin-2-yl}-3-oxo-butyric acid 4-nitro-benzyl ester 
• 72584-13-5 p-Nitrobenzyl (5R,6R)-3-[(E)-2-acetamidoethenylthio]-6-[(1S)-1-hydroxyethyl]-7-oxo-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylate 
• 78373-32-7 2-(p-nitrobenzyloxycarbonylamino)ethyl bromide 
• 77120-93-5 (2R,3R,4S)-4-Benzylamino-2-methyl-6-oxo-tetrahydro-pyran-3-carboxylic acid; hydrochloride 
• 77120-97-9 {(2R,3S)-1-(tert-Butyl-dimethyl-silanyl)-3-[(S)-1-(tert-butyl-dimethyl-silanyloxy)-ethyl]-4-oxo-azetidin-2-yl}-acetic acid benzyl ester 
• 77120-94-6 t-4-amino-c-2-methyl-6-oxotetrahydropyran-r-3-carboxylic acid hydrochloride 

Relevant academic research and scientific papers

Process for the preparation of antibiotics

The present invention provides a process for the preparation of a compound of the formula (O): STR1 wherein R° is SCH2 CH2 NH2 which process comprises the reaction of a cleavable ester of a compound of the formula (O) wherein R° is H with an optionally protected compound XCH2 CH2 NH2 wherein X is a displaceable group.

A DIRECT TRANSFORMATION OF BICYCLIC KETO ESTERS TO N-FORMIMIDOYL THIENAMYCIN

A convenient direct transformation of p-nitrobenzyl 6-(1'-hydroxyethyl)-azabicyclo-(3.2.0)heptane-3,7-dione-2-carboxylate to N-formimidoyl thienamycin utilizing the silylated derivative of N-formimidoyl cysteamine is described.

Reaction of Olivanic Acids with Hypobromous Acid: The Preparation and Use of a Versatile Intermediate, the C-3 Thiol

The 3-(E)-2-acetamidoethenylthio-substituent of olivanic acid derivatives reacts with hypobromous acid to afford a C-3 thiol which undergoes alkylation reactions and addition to propiolates.

A PRACTICAL SYNTHESIS OF (+/-)-THIENAMYCIN

An efficient and operationally simply synthesis of (+/-)-thienamycin is described.

A facile transformation of bicyclic keto esters to bisprotected (±)-8-epithienamycin via enol activation

A facile "one-pot" transformation of bicyclic keto ester (2) to bisprotected (±)-8-epithienamycin via enol phosphate activation followed by the addition-elimination reaction of N-protected cysteamine derivative is described.