benzyl (1S,5S)-6-(3,4-dimethoxybenzyl)-4,7-dioxo-2,6-diazabicyclo<3.2.0>heptane-2-carboxylate

Base Information

• Chemical Name: benzyl (1S,5S)-6-(3,4-dimethoxybenzyl)-4,7-dioxo-2,6-diazabicyclo<3.2.0>heptane-2-carboxylate
• CAS No.: 145574-24-9
• Molecular Formula: C₂₂H₂₂N₂O₆
• Molecular Weight: 410.426

Synonyms:benzyl (1S,5S)-6-(3,4-dimethoxybenzyl)-4,7-dioxo-2,6-diazabicyclo<3.2.0>heptane-2-carboxylate

Chemical Property of benzyl (1S,5S)-6-(3,4-dimethoxybenzyl)-4,7-dioxo-2,6-diazabicyclo<3.2.0>heptane-2-carboxylate

Chemical Property:

Purity/Quality:

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Technology Process of benzyl (1S,5S)-6-(3,4-dimethoxybenzyl)-4,7-dioxo-2,6-diazabicyclo<3.2.0>heptane-2-carboxylate

There total 5 articles about benzyl (1S,5S)-6-(3,4-dimethoxybenzyl)-4,7-dioxo-2,6-diazabicyclo<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%

benzyl (1S,4S,5S)-6-(3,4-dimethoxybenzyl)-4-hydroxy-7-oxo-2,6-diazabicyclo<3.2.0>heptane-2-carboxylate (145574-13-6) → benzyl (1S,5S)-6-(3,4-dimethoxybenzyl)-4,7-dioxo-2,6-diazabicyclo<3.2.0>heptane-2-carboxylate (145574-24-9)

Guidance literature:

With dimethyl sulfoxide; trifluoroacetic anhydride; In dichloromethane; at -78 ℃; for 1.5h;

DOI:10.1021/jm980023c

Reference yield:

trifluoroacetic anhydride (407-25-0) + benzyl (1S,4S,5S)-6-(3,4-dimethoxybenzyl)-4-hydroxy-7-oxo-2,6-diazabicyclo<3.2.0>heptane-2-carboxylate (145574-13-6) → benzyl (1S,5S)-6-(3,4-dimethoxybenzyl)-4,7-dioxo-2,6-diazabicyclo<3.2.0>heptane-2-carboxylate (145574-24-9)

Guidance literature:

With N-ethyl-N,N-diisopropylamine; In dichloromethane; dimethyl sulfoxide;

Reference yield:

oxalyl dichloride (79-37-8) + dimethyl sulfoxide (67-68-5,8070-53-9) + benzyl (1S,4S,5S)-6-(3,4-dimethoxybenzyl)-4-hydroxy-7-oxo-2,6-diazabicyclo<3.2.0>heptane-2-carboxylate (145574-13-6) → benzyl (1S,5S)-6-(3,4-dimethoxybenzyl)-4,7-dioxo-2,6-diazabicyclo<3.2.0>heptane-2-carboxylate (145574-24-9)

Guidance literature:

With N-ethyl-N,N-diisopropylamine; In hydrogenchloride; dichloromethane;

upstream raw materials:

benzyl (1S,4S,5S)-6-(3,4-dimethoxybenzyl)-4-hydroxy-7-oxo-2,6-diazabicyclo<3.2.0>heptane-2-carboxylate

(3S,4S)-<1-(3,4-dimethoxybenzyl)-2-oxo-4-<(R)-2-oxo-1,3-dioxololan-3-yl>azetidin-3-yl>carbamic acid benzyl ester

oxalyl dichloride

dimethyl sulfoxide

Downstream raw materials:

benzyl (1S,1R,5S)-6-(3,4-dimethoxybenzyl)-4-hydroxy-7-oxo-2,6-diazabicyclo<3.2.0>heptane-2-carboxylate

benzyl (1S,4S,5S)-4-fluoro-7-oxo-2,6-diazabicyclo<3.2.0>heptane-2-carboxylate

benzyl (1S,4S,5S)-4-fluoro-6-(3,4-dimethoxybenzyl)-7-oxo-2,6-diazabicyclo<3.2.0>heptane-2-carboxylate

benzyl (1S,4R,5S)-6-(3,4-dimethoxybenzyl)-7-oxo-4-<(trifluoromethyl)sulfonyloxy>-2,6-diazabicyclo<3.2.0>heptane-2-carboxylate

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