4-nitrobenzyl (5R)-6-{(acetyloxy)[1-(2-methoxyethyl)-4,5,6,7-tetrahydro-1H-4,7-methanoindazol-3-yl]methyl}-6-bromo-7-oxo-4-thia-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylate

Base Information

Chemical Name:4-nitrobenzyl (5R)-6-{(acetyloxy)[1-(2-methoxyethyl)-4,5,6,7-tetrahydro-1H-4,7-methanoindazol-3-yl]methyl}-6-bromo-7-oxo-4-thia-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylate
CAS No.:1350476-50-4
Molecular Formula:C₂₇H₂₇BrN₄O₈S
Molecular Weight:647.503
Hs Code.:

4-nitrobenzyl (5R)-6-{(acetyloxy)[1-(2-methoxyethyl)-4,5,6,7-tetrahydro-1H-4,7-methanoindazol-3-yl]methyl}-6-bromo-7-oxo-4-thia-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylate

Synonyms:4-nitrobenzyl (5R)-6-{(acetyloxy)[1-(2-methoxyethyl)-4,5,6,7-tetrahydro-1H-4,7-methanoindazol-3-yl]methyl}-6-bromo-7-oxo-4-thia-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylate

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Chemical Property of 4-nitrobenzyl (5R)-6-{(acetyloxy)[1-(2-methoxyethyl)-4,5,6,7-tetrahydro-1H-4,7-methanoindazol-3-yl]methyl}-6-bromo-7-oxo-4-thia-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylate

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Technology Process of 4-nitrobenzyl (5R)-6-{(acetyloxy)[1-(2-methoxyethyl)-4,5,6,7-tetrahydro-1H-4,7-methanoindazol-3-yl]methyl}-6-bromo-7-oxo-4-thia-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylate

There total 6 articles about 4-nitrobenzyl (5R)-6-{(acetyloxy)[1-(2-methoxyethyl)-4,5,6,7-tetrahydro-1H-4,7-methanoindazol-3-yl]methyl}-6-bromo-7-oxo-4-thia-1-azabicyclo[3.2.0]hept-2-ene-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: 62.0%

: 1350295-23-6
1-(2-methoxyethyl)-4,5,6,7-tetrahydro-4H-4,7-methanoindazole-3-carbaldehyde

: 108-24-7
acetic anhydride

: 623564-16-9
(5R,6S)-6-bromo-7-oxo-4-thia-1-aza-bicyclo[3.2.0]hept-2-ene-2-carboxylic acid 4-nitrobenzyl ester

: 1350476-50-4
4-nitrobenzyl (5R)-6-{(acetyloxy)[1-(2-methoxyethyl)-4,5,6,7-tetrahydro-1H-4,7-methanoindazol-3-yl]methyl}-6-bromo-7-oxo-4-thia-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylate

Guidance literature:: 1-(2-methoxyethyl)-4,5,6,7-tetrahydro-4H-4,7-methanoindazole-3-carbaldehyde; (5R,6S)-6-bromo-7-oxo-4-thia-1-aza-bicyclo[3.2.0]hept-2-ene-2-carboxylic acid 4-nitrobenzyl ester; With diethyl ether; triethylamine; In tetrahydrofuran; acetonitrile; at -20 ℃; for 4h; Inert atmosphere;

acetic anhydride; In tetrahydrofuran; acetonitrile; at 0 ℃;

With sodium hydrogencarbonate; In tetrahydrofuran; water; acetonitrile;

Reference yield:

: 497-38-1
Norbornan-2-on

: 1350476-50-4
4-nitrobenzyl (5R)-6-{(acetyloxy)[1-(2-methoxyethyl)-4,5,6,7-tetrahydro-1H-4,7-methanoindazol-3-yl]methyl}-6-bromo-7-oxo-4-thia-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylate

Guidance literature:: Multi-step reaction with 6 steps

1.1: sodium hydride / tetrahydrofuran / 60 °C

2.1: hydrazine; acetic acid / Reflux

3.1: potassium carbonate / N,N-dimethyl-formamide / 20 °C

4.1: lithium aluminium tetrahydride / tetrahydrofuran / 1 h / 0 - 20 °C

5.1: 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione / 1,1-dichloroethane / 1 h / Reflux

6.1: triethylamine; diethyl ether / acetonitrile; tetrahydrofuran / 4 h / -20 °C / Inert atmosphere

6.2: 0 °C

With lithium aluminium tetrahydride; diethyl ether; sodium hydride; potassium carbonate; acetic acid; triethylamine; hydrazine; 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione; In tetrahydrofuran; 1,1-dichloroethane; N,N-dimethyl-formamide; acetonitrile;

Reference yield:

: 1350294-96-0
ethyl 2-hydroxy(3-oxobicyclo[2.2.1]hept-2-ylidene)ethanoate

: 1350476-50-4
4-nitrobenzyl (5R)-6-{(acetyloxy)[1-(2-methoxyethyl)-4,5,6,7-tetrahydro-1H-4,7-methanoindazol-3-yl]methyl}-6-bromo-7-oxo-4-thia-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylate

Guidance literature:: Multi-step reaction with 5 steps

1.1: hydrazine; acetic acid / Reflux

2.1: potassium carbonate / N,N-dimethyl-formamide / 20 °C

3.1: lithium aluminium tetrahydride / tetrahydrofuran / 1 h / 0 - 20 °C

4.1: 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione / 1,1-dichloroethane / 1 h / Reflux

5.1: triethylamine; diethyl ether / acetonitrile; tetrahydrofuran / 4 h / -20 °C / Inert atmosphere

5.2: 0 °C

With lithium aluminium tetrahydride; diethyl ether; potassium carbonate; acetic acid; triethylamine; hydrazine; 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione; In tetrahydrofuran; 1,1-dichloroethane; N,N-dimethyl-formamide; acetonitrile;