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

Base Information

Chemical Name:benzyl (1S,4S,5S)-6-(3,4-dimethoxybenzyl)-7-oxo-4-<(trifluoromethyl)sulfonyloxy>-2,6-diazabicyclo<3.2.0>heptane-2-carboxylate
CAS No.:214837-30-6
Molecular Formula:C₂₃H₂₃F₃N₂O₈S
Molecular Weight:544.505
Hs Code.:

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

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

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

There total 3 articles about benzyl (1S,4S,5S)-6-(3,4-dimethoxybenzyl)-7-oxo-4-<(trifluoromethyl)sulfonyloxy>-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: 98.0%

: 358-23-6
trifluoromethylsulfonic anhydride

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

: 214837-30-6
benzyl (1S,4S,5S)-6-(3,4-dimethoxybenzyl)-7-oxo-4-<(trifluoromethyl)sulfonyloxy>-2,6-diazabicyclo<3.2.0>heptane-2-carboxylate

Guidance literature:: With pyridine; In dichloromethane;
DOI:10.1002/anie.200250348

Reference yield:

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

: 214837-30-6
benzyl (1S,4S,5S)-6-(3,4-dimethoxybenzyl)-7-oxo-4-<(trifluoromethyl)sulfonyloxy>-2,6-diazabicyclo<3.2.0>heptane-2-carboxylate

Guidance literature:: Multi-step reaction with 3 steps

1: 96 percent / tetrahydrofuran / 4 h / Heating

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

3: pyridine / CH₂Cl₂ / 2 h / below 10 deg C

With pyridine; tetrabutylammomium bromide; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/jm980023c

Reference yield:

: 214837-07-7
(3S,4S)-<1-(3,4-dimethoxybenzyl)-2-oxo-4-<(R)-2-oxo-1,3-dioxololan-3-yl>azetidin-3-yl>carbamic acid benzyl ester

: 214837-30-6
benzyl (1S,4S,5S)-6-(3,4-dimethoxybenzyl)-7-oxo-4-<(trifluoromethyl)sulfonyloxy>-2,6-diazabicyclo<3.2.0>heptane-2-carboxylate

Guidance literature:: Multi-step reaction with 2 steps

1: 86 percent / Bu₄NBr / dimethylformamide / 5 h / 140 °C

2: pyridine / CH₂Cl₂ / 2 h / below 10 deg C

With pyridine; tetrabutylammomium bromide; In dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/jm980023c