p-nitrobenzyl (1'RS,2SR,4RS,6RS,7SR)-7-<1-(p-nitrobenzyloxycarbonyloxy)ethyl>-8-oxo-1-azatricyclo<4.2.0.0^2,4>octane-2-carboxylate

Base Information

• Chemical Name: p-nitrobenzyl (1'RS,2SR,4RS,6RS,7SR)-7-<1-(p-nitrobenzyloxycarbonyloxy)ethyl>-8-oxo-1-azatricyclo<4.2.0.0^2,4>octane-2-carboxylate
• CAS No.: 107668-32-6
• Molecular Formula: C₂₅H₂₃N₃O₁₀
• Molecular Weight: 525.472
• Mol file: 107668-32-6.mol

Synonyms:

Chemical Property of p-nitrobenzyl (1'RS,2SR,4RS,6RS,7SR)-7-<1-(p-nitrobenzyloxycarbonyloxy)ethyl>-8-oxo-1-azatricyclo<4.2.0.0^2,4>octane-2-carboxylate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of p-nitrobenzyl (1'RS,2SR,4RS,6RS,7SR)-7-<1-(p-nitrobenzyloxycarbonyloxy)ethyl>-8-oxo-1-azatricyclo<4.2.0.0^2,4>octane-2-carboxylate

There total 10 articles about p-nitrobenzyl (1'RS,2SR,4RS,6RS,7SR)-7-<1-(p-nitrobenzyloxycarbonyloxy)ethyl>-8-oxo-1-azatricyclo<4.2.0.0^2,4>octane-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: 79.0%

p-nitrobenzyl (1'RS,3aRS,4aRS,5SR,7aRS)-3a,4,4a,5,6,7a-hexahydro-5-<1-(p-nitrobenzyloxycarbonyloxy)ethyl>-6-oxo-3H-azeto<1',2':1,5>pyrrolo<2,3-c>pyrazole-7a-carboxylate (107685-93-8) → p-nitrobenzyl 3-methyl-6-<1-(p-nitrobenzyloxycarbonyloxy)ethyl>-7-oxo-1-azabicyclo<3.2.0>hept-2-ene-2-carboxylate (107685-92-7) + p-nitrobenzyl (1'RS,2SR,4RS,6RS,7SR)-7-<1-(p-nitrobenzyloxycarbonyloxy)ethyl>-8-oxo-1-azatricyclo<4.2.0.02,4>octane-2-carboxylate (107668-32-6)

Guidance literature:

In ethyl acetate; for 2h; Heating;

Reference yield:

p-nitrobenzyl glyoxylate (64370-35-0) → p-nitrobenzyl (1'RS,2SR,4RS,6RS,7SR)-7-<1-(p-nitrobenzyloxycarbonyloxy)ethyl>-8-oxo-1-azatricyclo<4.2.0.02,4>octane-2-carboxylate (107668-32-6)

Guidance literature:

Multi-step reaction with 6 steps

1: 93 percent / benzene / 6 h / Heating

2: 0.723 g / SOCl₂, lutidine / tetrahydrofuran / 1 h / -20 °C

3: lutidine / dioxane / 1.5 h / Ambient temperature

4: 65 percent / O₃ / ethyl acetate; trifluoroacetic acid

5: 64 percent / CH₂Cl₂; diethyl ether / 1 h / Ambient temperature

6: 79 percent / ethyl acetate / 2 h / Heating

With thionyl chloride; lutidine; ozone; In tetrahydrofuran; 1,4-dioxane; diethyl ether; dichloromethane; ethyl acetate; trifluoroacetic acid; benzene;

Reference yield:

(1'RS,3SR,4RS)-4-allyl-1-(dimethyl-t-butylsilyl)-3-<1-(p-nitrobenzyloxycarbonyloxy)ethyl>-azetidin-2-one (107668-31-5) → p-nitrobenzyl (1'RS,2SR,4RS,6RS,7SR)-7-<1-(p-nitrobenzyloxycarbonyloxy)ethyl>-8-oxo-1-azatricyclo<4.2.0.02,4>octane-2-carboxylate (107668-32-6)

Guidance literature:

Multi-step reaction with 7 steps

1: 88 percent / KF / methanol / 0.08 h / Ambient temperature

2: 93 percent / benzene / 6 h / Heating

3: 0.723 g / SOCl₂, lutidine / tetrahydrofuran / 1 h / -20 °C

4: lutidine / dioxane / 1.5 h / Ambient temperature

5: 65 percent / O₃ / ethyl acetate; trifluoroacetic acid

6: 64 percent / CH₂Cl₂; diethyl ether / 1 h / Ambient temperature

7: 79 percent / ethyl acetate / 2 h / Heating

With potassium fluoride; thionyl chloride; lutidine; ozone; In tetrahydrofuran; 1,4-dioxane; methanol; diethyl ether; dichloromethane; ethyl acetate; trifluoroacetic acid; benzene;

upstream raw materials:

p-nitrobenzyl (1'RS,3aRS,4aRS,5SR,7aRS)-3a,4,4a,5,6,7a-hexahydro-5-<1-(p-nitrobenzyloxycarbonyloxy)ethyl>-6-oxo-3H-azeto<1',2':1,5>pyrrolo<2,3-c>pyrazole-7a-carboxylate

p-nitrobenzyl glyoxylate

(1'RS,3SR,4RS)-4-allyl-1-(dimethyl-t-butylsilyl)-3-<1-(p-nitrobenzyloxycarbonyloxy)ethyl>-azetidin-2-one

p-nitrobenzyl (1'RS,5RS,6SR)-6-<1-(p-nitrobenzyloxycarbonyloxy)ethyl>-7-oxo-1-azabicyclo<3.2.0>hept-2-ene-2-carboxylate