(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

Base Information

Chemical Name:(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
CAS No.:637019-57-9
Molecular Formula:C₂₅H₂₆N₂O₅S
Molecular Weight:466.558
Hs Code.:

Synonyms:(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

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Chemical Property of (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

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Technology Process of (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

There total 1 articles about (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 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: 76.0%

: 13707-47-6
2-furaldehyde tosylimine

: 292615-59-9
(+)-(2R,5S)-2-methyl-2-phenyl-1-aza-3-oxabicyclo[3.3.0]octan-8-one

: 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

Guidance literature:: (+)-(2R,5S)-2-methyl-2-phenyl-1-aza-3-oxabicyclo[3.3.0]octan-8-one; With lithium diisopropyl amide; In tetrahydrofuran; hexane; at -78 ℃; for 0.5h;

2-furaldehyde tosylimine; In tetrahydrofuran; for 1h; Further stages.;
DOI:10.1039/b303924b

Reference yield: 27.0%

: 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

: 6-furan-2-ylmethylene-3-methyl-3-phenyltetrahydropyrrolo[1,2-c]oxazol-5-one

: 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

Guidance literature:: With sodium hydride; In tetrahydrofuran; for 5h; Heating;
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

: (S)-((3R,6R,7aS)-3-Methyl-5-oxo-3-phenyl-tetrahydro-pyrrolo[1,2-c]oxazol-6-yl)-(toluene-4-sulfonylamino)-acetic acid

Guidance literature:: Multi-step reaction with 2 steps

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

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

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