73155-38-1

Upstream product

• 106673-93-2 (6RS,9SR)-7-(1-hydroxyethyl)-8-oxo-7-(toluene-p-sulphenyl)-3-oxa-1-azabicyclo<4.2.0>octane-2-spirocyclohexane 
• 73659-95-7 (6RS,7SR)-7-acetyl-8-oxo-3-oxa-1-aza-bicyclo[4.2.0]octane-2-spirocyclohexane 
• 106673-91-0 7-acetyl-7-chloro-8-oxo-3-oxa-1-azabicyclo<4.2.0>octane-2-spirocyclohexane 
• 106673-95-4 (6RS,9RS)-7-chloro-7-(1-hydroxyethyl)-8-oxo-3-oxa-1-azabicyclo<4.2.0>octane-2-spirocyclohexane 
• 106673-89-6 7-acetyl-8-oxo-7-(toluene-p-sulphenyl)-3-oxa-1-azabicyclo<4.2.0>octane-2-spirocyclohexane 
• 106673-90-9 7-acetyl-7-methylthio-8-oxo-3-oxa-1-azabicyclo<4.2.0>octane-2-spirocyclohexane 
• 106673-92-1 7-acetyl-7-bromo-8-oxo-3-oxa-1-azabicyclo<4.2.0>octane-2-spirocyclohexane 
• 106687-68-7 (6RS,9SR)-7-(1-hydroxyethyl)-7-methylthio-8-oxo-3-oxa-1-azabicyclo<4.2.0>octane-2-spirocyclohexane 

Downstream Products

• 72690-84-7 (3RS,4RS)-4-(2-hydroxyethyl)-3-<(1RS)-1-p-nitrobenzyloxycarbonyloxyethyl>azetidin-2-one 
• 76335-76-7 <(3RS,4RS)-3-<(RS)-1-p-nitrobenzyloxycarbonyloxyethyl>-2-oxaazetidin-4-yl>acetic acid 
• 65991-26-6 (5RS,6RS,8RS)-p-nitrobenzyl 3-<2-(p-nitrobenzyloxycarbonylamino)ethylthio>-6-(1-p-nitrobenzyloxycarbonyloxyethyl)-7-oxo-1-azabicyclo<3.2.0>hept-2-ene-2-carboxylate 
• 133380-98-0 (5RS,6RS,8RS)-p-nitrobenzyl 3-diphenylthiophosphinoyl-6-(1-p-nitrobenzyloxycarbonyloxyethyl)-7-oxo-1-azabicyclo<3.2.0>hept-2-ene-2-carboxylate 
• 76347-45-0 p-nitrobenzyl (3RS,4RS)-4-<3-<(1RS)-1-p-nitrobenzyloxycarbonyloxyethyl>-2-oxoazetidin-4-yl>-3-oxobutanoate 
• 76335-78-9 (5RS,6RS,8RS)-p-nitrobenzyl 3,7-dioxo-6-(1-p-nitrobenzyloxycarbonyloxyethyl)-1-azabicyclo<3.2.0>heptane-2-carboxylate 
• 74819-50-4 C₂₁H₂₆N₂O₇ 
• 76335-76-7 (+/-)-4β-carboxymethyl-3β-<(1S^*)-1-(p-nitrobenzyloxycarbonyloxy)ethyl>azetidin-2-one 
• 64066-69-9 Carbonic acid (R)-1-[(2S,3S)-2-(2-hydroxy-ethyl)-4-oxo-azetidin-3-yl]-ethyl ester 4-nitro-benzyl ester 
• 74819-50-4 C₂₁H₂₆N₂O₇ 

Relevant academic research and scientific papers

Olivanic Acid Analogues. Part 10. X-Ray Crystallographic Study of the Stereochemistry of some 7-Heteroatom-substituted 7-Acetyl-8-oxo-3-oxa-1-azabicyclooctane-2-spirocyclohexanes: Funtional Group Control of the Stereoselectivity of their Reduction Products Using Borohydride...

(6RS,7SR)-7-Acetyl-7-azido-8-oxo-3-oxa-1-azabicyclooctane-2-spirocyclohexane 3 was obtained by reaction of mesyl azide with the trans-ketone 2 in the presence of aqueous base, and the stereochemistry of its major sodium borohydride reduction product, (6RS,7SR,9SR)-7-azido-7-(1-hydroxyethyl)-8-oxo-3-oxa-1-azabicyclooctane-2-spirocyclohexane 4, was determined by X-ray crystallography.X-Ray studies of the keto sulfide 17 and the chloro ketone 20 confirmed their (6RS,7SR) relative stereochemistry.Reduction of 17 gave the alcohol 18 also with (6RS,7SR,9SR) stereochemistry.In contrast, reduction of 20 with trialkylborohydride reagents gave the (6RS,7SR,9RS)-chloro alcohol 21, and a mechanism is proposed to account for this reversal of C-9 stereoselectivity.

Olivanic Acid Analogues. Part 8. Halogenation and Sulphenylation Reactions leading Selectively to cis-Carbapenem Precursors; Stereospecific Synthesis of (+/-)-6-Epithienamycin

Introduction of halogen or sulphenyl substituents at C-7 of ketone 1, followed by stereospecific reduction steps, provides a selective route either to the (6RS,7RS,9RS) isomer 11 or to the (6RS,7RS,9SR) isomer 14 of 7-(1-hydroxyethyl)-8-oxo-3-oxa-1-azabic

Sulphenylation and Halogenation Reactions leading Selectively to cis-Carbapenem Precursors; Stereospecific Synthesis of (+/-)-6-Epithienamycin

Introduction of sulphenyl or halogen substituents at C-7 of ketone (1), followed by stereospecific reduction steps, provides a selective route either to the (6RS,7RS,9SR) or to the (6RS,7RS,9RS) isomers, (10) and (11), of 7-(1-hydroxyethyl)-8-oxo-1-aza-3-