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

Base Information

Chemical Name:benzyl (1S,4S,5S)-6-(tert-butyldimethylsilanyl)-4-hydroxy-7-oxo-2,6-diazabicyclo<3.2.0>heptane-2-carboxylate
CAS No.:145574-42-1
Molecular Formula:C₁₉H₂₈N₂O₄Si
Molecular Weight:376.528
Hs Code.:

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

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

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

There total 7 articles about benzyl (1S,4S,5S)-6-(tert-butyldimethylsilanyl)-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: 65.0%

: 214837-33-9
benzyl (1S,4S,5S)-6-(tert-butyldimethylsilanyl)-4-(tetrahydropyran-2-yloxy)-7-oxo-2,6-diazabicyclo<3.2.0>heptane-2-carboxylate

: 145574-42-1
benzyl (1S,4S,5S)-6-(tert-butyldimethylsilanyl)-4-hydroxy-7-oxo-2,6-diazabicyclo<3.2.0>heptane-2-carboxylate

Guidance literature:: With pyridinium p-toluenesulfonate; In methanol; at 50 ℃; for 24h;
DOI:10.1021/jm980023c

Reference yield:

: 145574-39-6
benzyl (1S,4S,5S)-4-hydroxy-7-oxo-2,6-diazabicyclo<3.2.0>heptane-2-carboxylate

: 145574-42-1
benzyl (1S,4S,5S)-6-(tert-butyldimethylsilanyl)-4-hydroxy-7-oxo-2,6-diazabicyclo<3.2.0>heptane-2-carboxylate

Guidance literature:: Multi-step reaction with 3 steps

1: 76 percent / p-toluenesulfonic acid / dimethylformamide / 24 h

2: 88 percent / Et₃N / CH₂Cl₂ / 24 h

3: 65 percent / pyridinium p-toluenesulfonate / methanol / 24 h / 50 °C

With pyridinium p-toluenesulfonate; toluene-4-sulfonic acid; triethylamine; In methanol; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/jm980023c

Reference yield:

: 214837-31-7
(1S,4S,5S)-2-(benzyloxycarbonyl)-4-(tetrahydropyran-2-yloxy)-2,6-diazabicyclo<3.2.0>heptan-7-one

: 145574-42-1
benzyl (1S,4S,5S)-6-(tert-butyldimethylsilanyl)-4-hydroxy-7-oxo-2,6-diazabicyclo<3.2.0>heptane-2-carboxylate

Guidance literature:: Multi-step reaction with 2 steps

1: 88 percent / Et₃N / CH₂Cl₂ / 24 h

2: 65 percent / pyridinium p-toluenesulfonate / methanol / 24 h / 50 °C

With pyridinium p-toluenesulfonate; triethylamine; In methanol; dichloromethane;
DOI:10.1021/jm980023c