(+/-)-p-nitrobenzyl 6α-<(1R^*)-1-(p-nitrobenzyloxycarbonyloxy)ethyl>-3,7-dioxo-1-azabicyclo<3.2.0>heptane-2-carboxylate

Base Information

• Chemical Name: (+/-)-p-nitrobenzyl 6α-<(1R^*)-1-(p-nitrobenzyloxycarbonyloxy)ethyl>-3,7-dioxo-1-azabicyclo<3.2.0>heptane-2-carboxylate
• CAS No.: 76335-78-9
• Molecular Formula: C₂₄H₂₁N₃O₁₁
• Molecular Weight: 527.444
• Mol file: 76335-78-9.mol

Synonyms:

Chemical Property of (+/-)-p-nitrobenzyl 6α-<(1R^*)-1-(p-nitrobenzyloxycarbonyloxy)ethyl>-3,7-dioxo-1-azabicyclo<3.2.0>heptane-2-carboxylate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (+/-)-p-nitrobenzyl 6α-<(1R^*)-1-(p-nitrobenzyloxycarbonyloxy)ethyl>-3,7-dioxo-1-azabicyclo<3.2.0>heptane-2-carboxylate

There total 27 articles about (+/-)-p-nitrobenzyl 6α-<(1R^*)-1-(p-nitrobenzyloxycarbonyloxy)ethyl>-3,7-dioxo-1-azabicyclo<3.2.0>heptane-2-carboxylate which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 100.0%

2-Diazo-4-{(2R,3S)-3-[(R)-1-(4-nitro-benzyloxycarbonyloxy)-ethyl]-4-oxo-azetidin-2-yl}-3-oxo-butyric acid 4-nitro-benzyl ester → (+/-)-p-nitrobenzyl 6α-<(1R*)-1-(p-nitrobenzyloxycarbonyloxy)ethyl>-3,7-dioxo-1-azabicyclo<3.2.0>heptane-2-carboxylate (76335-78-9,77448-03-4,92693-52-2,117407-10-0,133443-89-7)

Guidance literature:

With rhodium(II) acetate; In benzene; Heating;

Reference yield: 100.0%

p-nitrobenzyl (3RS,4RS)-2-diazo-4-<3-<(1RS)-1-p-nitrobenzyloxycarbonyloxyethyl>-2-oxoazetidin-4-yl>-3-oxobutanoate → (5RS,6RS,8RS)-p-nitrobenzyl 3,7-dioxo-6-(1-p-nitrobenzyloxycarbonyloxyethyl)-1-azabicyclo<3.2.0>heptane-2-carboxylate (76335-78-9,77448-03-4,92693-52-2,117407-10-0,133443-89-7)

Guidance literature:

With rhodium(II) acetate; In benzene; for 1h; Heating;

Reference yield: 92.0%

(+/-)-4β-(3-diazo-3-p-nitrobenzyloxycarbonyl-2-oxopropyl)-3β-<(1S*)-1-(p-nitrobenzyloxycarbonyloxy)ethyl>azetidin-2-one → p-nitrobenzyl (+/-)-cis-6β-<(1S*)-1-(p-nitrobenzyloxycarbonyloxy)ethyl>-3,7-dioxo-1-azabicyclo<3.2.0>heptane-2-carboxylate (76335-78-9,77448-03-4,92693-52-2,117407-10-0,133443-89-7)

Guidance literature:

With rhodium(II) acetate; In benzene; at 80 ℃; for 0.5h;

DOI:10.1039/P19810002282

upstream raw materials:

(6RS,7SR)-7-acetyl-8-oxo-3-oxa-1-aza-bicyclo[4.2.0]octane-2-spirocyclohexane

(6RS,9RS)-7-chloro-7-(1-hydroxyethyl)-8-oxo-3-oxa-1-azabicyclo<4.2.0>octane-2-spirocyclohexane

7-acetyl-7-chloro-8-oxo-3-oxa-1-azabicyclo<4.2.0>octane-2-spirocyclohexane

p-nitrobenzyl (3RS,4RS)-4-<3-<(1RS)-1-p-nitrobenzyloxycarbonyloxyethyl>-2-oxoazetidin-4-yl>-3-oxobutanoate

Downstream raw materials:

(5RS,6RS,8RS)-p-nitrobenzyl 3-diphenylthiophosphinoyl-6-(1-p-nitrobenzyloxycarbonyloxyethyl)-7-oxo-1-azabicyclo<3.2.0>hept-2-ene-2-carboxylate

(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

p-nitrobenzyl (+/-)-cis-6β-<(1S^*)-1-(p-nitrobenzyloxycarbonyloxy)ethyl>-7-oxo-3-phenylthio-1-azabicyclo<3.2.0>hept-2-ene-2-carboxylate

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