(2R,5S,7R,1'S)-7-(methoxycarbonyl-N-tosylmethyl)-8-oxo-2-phenyl-1-aza-3-oxabicyclo[3.3.0]octane

Base Information

Chemical Name:(2R,5S,7R,1'S)-7-(methoxycarbonyl-N-tosylmethyl)-8-oxo-2-phenyl-1-aza-3-oxabicyclo[3.3.0]octane
CAS No.:637019-60-4
Molecular Formula:C₂₃H₂₆N₂O₆S
Molecular Weight:458.535
Hs Code.:

Synonyms:(2R,5S,7R,1'S)-7-(methoxycarbonyl-N-tosylmethyl)-8-oxo-2-phenyl-1-aza-3-oxabicyclo[3.3.0]octane

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Chemical Property of (2R,5S,7R,1'S)-7-(methoxycarbonyl-N-tosylmethyl)-8-oxo-2-phenyl-1-aza-3-oxabicyclo[3.3.0]octane

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Technology Process of (2R,5S,7R,1'S)-7-(methoxycarbonyl-N-tosylmethyl)-8-oxo-2-phenyl-1-aza-3-oxabicyclo[3.3.0]octane

There total 4 articles about (2R,5S,7R,1'S)-7-(methoxycarbonyl-N-tosylmethyl)-8-oxo-2-phenyl-1-aza-3-oxabicyclo[3.3.0]octane 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:

: 13707-47-6
2-furaldehyde tosylimine

: 637019-60-4
(2R,5S,7R,1'S)-7-(methoxycarbonyl-N-tosylmethyl)-8-oxo-2-phenyl-1-aza-3-oxabicyclo[3.3.0]octane

Guidance literature:: Multi-step reaction with 4 steps

1.1: LDA / tetrahydrofuran; hexane / 0.5 h / -78 °C

1.2: 76 percent / tetrahydrofuran / 1 h

2.1: 27 percent / NaH / tetrahydrofuran / 5 h / Heating

3.1: aq. NaIO₄ / RuCl₃*H₂O / CCl₄; acetonitrile / 4 h

4.1: 43 mg / tetrahydrofuran; diethyl ether / 0.5 h

With sodium periodate; sodium hydride; lithium diisopropyl amide; ruthenium trichloride; In tetrahydrofuran; tetrachloromethane; diethyl ether; hexane; acetonitrile;
DOI:10.1039/b303924b

Reference yield:

: 637019-59-1
(2R,5S,7R,1'S)-7-(N-tosylaminofuran-2-ylmethyl)-8-oxo-2-phenyl-2-methyl-1-aza-3-oxabicyclo[3.3.0]octane

: 637019-60-4
(2R,5S,7R,1'S)-7-(methoxycarbonyl-N-tosylmethyl)-8-oxo-2-phenyl-1-aza-3-oxabicyclo[3.3.0]octane

Guidance literature:: Multi-step reaction with 2 steps

1: aq. NaIO₄ / RuCl₃*H₂O / CCl₄; acetonitrile / 4 h

2: 43 mg / tetrahydrofuran; diethyl ether / 0.5 h

With sodium periodate; ruthenium trichloride; In tetrahydrofuran; tetrachloromethane; diethyl ether; acetonitrile;
DOI:10.1039/b303924b

Reference yield:

: 637019-57-9
(2R,5S,7S,1'R)-7-(N-tosylaminofuran-2-yl-methyl)-8-oxo-2-phenyl-2-methyl-1-aza-3-oxabicyclo[3.3.0]octane

: 637019-60-4
(2R,5S,7R,1'S)-7-(methoxycarbonyl-N-tosylmethyl)-8-oxo-2-phenyl-1-aza-3-oxabicyclo[3.3.0]octane

Guidance literature:: Multi-step reaction with 3 steps

1: 27 percent / NaH / tetrahydrofuran / 5 h / Heating

2: aq. NaIO₄ / RuCl₃*H₂O / CCl₄; acetonitrile / 4 h

3: 43 mg / tetrahydrofuran; diethyl ether / 0.5 h

With sodium periodate; sodium hydride; ruthenium trichloride; In tetrahydrofuran; tetrachloromethane; diethyl ether; acetonitrile;
DOI:10.1039/b303924b