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

Base Information

Chemical Name:benzyl (1S,1R,5S)-6-(3,4-dimethoxybenzyl)-4-hydroxy-7-oxo-2,6-diazabicyclo<3.2.0>heptane-2-carboxylate
CAS No.:145632-44-6
Molecular Formula:C₂₂H₂₄N₂O₆
Molecular Weight:412.442
Hs Code.:

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

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

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

There total 5 articles about benzyl (1S,1R,5S)-6-(3,4-dimethoxybenzyl)-4-hydroxy-7-oxo-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: 66.0%

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

: 145632-44-6
benzyl (1S,1R,5S)-6-(3,4-dimethoxybenzyl)-4-hydroxy-7-oxo-2,6-diazabicyclo<3.2.0>heptane-2-carboxylate

Guidance literature:: With sodium tetrahydroborate; In ethanol; Ambient temperature;
DOI:10.1021/jm980023c

Reference yield:

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

: 145632-44-6
benzyl (1S,1R,5S)-6-(3,4-dimethoxybenzyl)-4-hydroxy-7-oxo-2,6-diazabicyclo<3.2.0>heptane-2-carboxylate

Guidance literature:: Multi-step reaction with 2 steps

1: 100 percent / DMSO, (CF₃CO)2O / CH₂Cl₂ / 1.5 h / -78 °C

2: 66 percent / NaBH₄ / ethanol / Ambient temperature

With sodium tetrahydroborate; dimethyl sulfoxide; trifluoroacetic anhydride; In ethanol; dichloromethane;
DOI:10.1021/jm980023c

Reference yield:

: [(2S,3S)-2-((R)-1,2-Dihydroxy-ethyl)-1-(3,4-dimethoxy-benzyl)-4-oxo-azetidin-3-yl]-carbamic acid benzyl ester

: 145632-44-6
benzyl (1S,1R,5S)-6-(3,4-dimethoxybenzyl)-4-hydroxy-7-oxo-2,6-diazabicyclo<3.2.0>heptane-2-carboxylate

Guidance literature:: Multi-step reaction with 4 steps

1: 96 percent / tetrahydrofuran / 4 h / Heating

2: 86 percent / Bu₄NBr / dimethylformamide / 5 h / 140 °C

3: 100 percent / DMSO, (CF₃CO)2O / CH₂Cl₂ / 1.5 h / -78 °C

4: 66 percent / NaBH₄ / ethanol / Ambient temperature

With sodium tetrahydroborate; tetrabutylammomium bromide; dimethyl sulfoxide; trifluoroacetic anhydride; In tetrahydrofuran; ethanol; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/jm980023c