76347-45-0

Basic information

• Product Name: (+/-)-3α-<(1R^*)-1-(p-nitrobenzyloxycarbonyloxy)ethyl>-4β-(3-p-nitrobenzyloxycarbonyl-2-oxopropyl)azetidin-2-one
• CAS NO: 76347-45-0
• Molecular Weight: 529.46
• Mol File: 76347-45-0.mol
• Article Data: 5

Chemical Properties

• CAS DataBase Reference: (+/-)-3α-<(1R^*)-1-(p-nitrobenzyloxycarbonyloxy)ethyl>-4β-(3-p-nitrobenzyloxycarbonyl-2-oxopropyl)azetidin-2-one(CAS DataBase Reference)
• NIST Chemistry Reference: (+/-)-3α-<(1R^*)-1-(p-nitrobenzyloxycarbonyloxy)ethyl>-4β-(3-p-nitrobenzyloxycarbonyl-2-oxopropyl)azetidin-2-one(76347-45-0)
• EPA Substance Registry System: (+/-)-3α-<(1R^*)-1-(p-nitrobenzyloxycarbonyloxy)ethyl>-4β-(3-p-nitrobenzyloxycarbonyl-2-oxopropyl)azetidin-2-one(76347-45-0)

Safety Data

• Hazardous Substances Data: 76347-45-0(Hazardous Substances Data)

Upstream product

• 105995-50-4 magnesium 4-nitrobenzyl malonate 
• 73659-95-7 (6RS,7SR)-7-acetyl-8-oxo-3-oxa-1-aza-bicyclo[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 
• 106673-91-0 7-acetyl-7-chloro-8-oxo-3-oxa-1-azabicyclo<4.2.0>octane-2-spirocyclohexane 
• 73155-38-1 (6RS,7RS,9RS)-7-(1-hydroxyethyl)-8-oxo-3-oxa-1-azabicyclo<4.2.0>octane-2-spirocyclohexane 
• 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 
• 74819-50-4 C₂₁H₂₆N₂O₇ 
• 76335-76-7 (+/-)-4β-carboxymethyl-3β-<(1S^*)-1-(p-nitrobenzyloxycarbonyloxy)ethyl>azetidin-2-one 
• 77447-99-5 (+/-)-4β-formylmethyl-3β-<(1S^*)-1-(p-nitrobenzyloxycarbonyloxy)ethyl>azetidin-2-one 
• 77447-98-4 (+/-)-4β-(2,2-dimethoxyethyl)-3β-<(1S^*)-1-(p-nitrobenzyloxycarbonyloxy)ethyl>azetidin-2-one 
• 72447-85-9 cis-3-(1'R^*-hydroxyethyl-4-(2',2'-dimethoxyethyl))-2-azetidinone 
• 4457-32-3 4-nitrobenzyl chloroformate 
• 76335-76-7 (+/-)-4β-carboxymethyl-3α-<(1R^*)-1-(p-nitrobenzyloxycarbonyloxy)ethyl>azetidin-2-one 

Downstream Products

• 65322-98-7 (+/-)-epithienamycin B 
• 77359-12-7 p-nitrobenzyl (+/-)-cis-3-(2-acetamidoethylthio)-6β-<(1S^*)-1-(p-nitrobenzyloxycarbonyloxy)ethyl>-7-oxo-1-azabicyclo<3.2.0>hept-2-ene-2-carboxylate 
• 74819-56-0 p-nitrobenzyl (+/-)-cis-3-<(E)-2-acetamidovinylthio>-6β-<(1S^*)-1-(p-nitrobenzyloxycarbonyloxy)ethyl>-7-oxo-1-azabicyclo<3.2.0>hept-2-ene-2-carboxylate 
• 78072-36-3 (5R,6R)-3-(Diphenoxy-phosphoryloxy)-6-[(S)-1-(4-nitro-benzyloxycarbonyloxy)-ethyl]-7-oxo-1-aza-bicyclo[3.2.0]hept-2-ene-2-carboxylic acid 4-nitro-benzyl ester 
• 63582-78-5 (+/-)-epithienamycin A 
• 76335-78-9 p-nitrobenzyl (+/-)-cis-6β-<(1S^*)-1-(p-nitrobenzyloxycarbonyloxy)ethyl>-3,7-dioxo-1-azabicyclo<3.2.0>heptane-2-carboxylate 
• 76335-78-9 (+/-)-p-nitrobenzyl 6α-<(1R^*)-1-(p-nitrobenzyloxycarbonyloxy)ethyl>-3,7-dioxo-1-azabicyclo<3.2.0>heptane-2-carboxylate 
• 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 
• 76335-78-9 (5RS,6RS,8RS)-p-nitrobenzyl 3,7-dioxo-6-(1-p-nitrobenzyloxycarbonyloxyethyl)-1-azabicyclo<3.2.0>heptane-2-carboxylate 
• 65991-26-6 p-nitrobenzyl (+/-)-cis-3-<2-(p-nitrobenzyloxycarbonylamino)ethylthio>-6β-<(1S^*)-1-(p-nitrobenzyloxycarbonyloxy)ethyl>-7-oxo-1-azabicyclo<3.2.0>hept-2-ene-2-carboxylate 
• 78072-35-2 p-nitrobenzyl (+/-)-cis-6β-<(1S^*)-1-(p-nitrobenzyloxycarbonyloxy)ethyl>-7-oxo-3-phenylthio-1-azabicyclo<3.2.0>hept-2-ene-2-carboxylate 
• 98243-79-9 sodium (+/-)-cis-6β-<(1S^*)-1-hydroxyethyl>-7-oxo-3-phenylthio-1-azabicyclo<3.2.0>hept-2-ene-2-carboxylate 
• 78072-36-3 (5R,6S)-3-(Diphenoxy-phosphoryloxy)-6-[(R)-1-(4-nitro-benzyloxycarbonyloxy)-ethyl]-7-oxo-1-aza-bicyclo[3.2.0]hept-2-ene-2-carboxylic acid 4-nitro-benzyl ester 

Relevant articles and documents

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

Total Synthesis of (+/-)-Epithienamycins A and B and Derivatives

(+/-)-(3R*,4R*)-4-(2,2-Dimethoxyethyl)-3-*)-1-hydroxyethyl>azetidin-2-one (7), which has been stereoselectively synthesised via the 4-methoxycarbonylisoxazoline (4), was converted into (+/-)-epithienamycins A (2) and B

AN ALTERNATIVE TOTAL SYNTHESIS OF (+/-)-THIENAMYCIN

(+/-)-4β-(2',2'-Dimethoxyethyl)-3α-(1'R*)-p-nitrobenzylocarbonyloxyethyl)-2-azetidinone (4) was converted into the thienamycin derivative (2) protected with p-nitrobenzyl group, utilizing the carbene insertion reaction and subsequent introduction of the c