(E)-2-((1R,5R)-3-Benzyl-7-oxo-4-thia-2,6-diaza-bicyclo[3.2.0]hept-2-en-6-yl)-3-trifluoromethanesulfonyloxy-but-2-enoic acid benzhydryl ester

Base Information

Chemical Name:(E)-2-((1R,5R)-3-Benzyl-7-oxo-4-thia-2,6-diaza-bicyclo[3.2.0]hept-2-en-6-yl)-3-trifluoromethanesulfonyloxy-but-2-enoic acid benzhydryl ester
CAS No.:139371-95-2
Molecular Formula:C₂₉H₂₃F₃N₂O₆S₂
Molecular Weight:616.639
Hs Code.:

Synonyms:(E)-2-((1R,5R)-3-Benzyl-7-oxo-4-thia-2,6-diaza-bicyclo[3.2.0]hept-2-en-6-yl)-3-trifluoromethanesulfonyloxy-but-2-enoic acid benzhydryl ester

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Chemical Property of (E)-2-((1R,5R)-3-Benzyl-7-oxo-4-thia-2,6-diaza-bicyclo[3.2.0]hept-2-en-6-yl)-3-trifluoromethanesulfonyloxy-but-2-enoic acid benzhydryl ester

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Technology Process of (E)-2-((1R,5R)-3-Benzyl-7-oxo-4-thia-2,6-diaza-bicyclo[3.2.0]hept-2-en-6-yl)-3-trifluoromethanesulfonyloxy-but-2-enoic acid benzhydryl ester

There total 2 articles about (E)-2-((1R,5R)-3-Benzyl-7-oxo-4-thia-2,6-diaza-bicyclo[3.2.0]hept-2-en-6-yl)-3-trifluoromethanesulfonyloxy-but-2-enoic acid benzhydryl ester 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%

: 358-23-6
trifluoromethylsulfonic anhydride

: 133696-58-9
(E)-2-((1R,5R)-3-Benzyl-7-oxo-4-thia-2,6-diaza-bicyclo[3.2.0]hept-2-en-6-yl)-3-hydroxy-but-2-enoic acid benzhydryl ester

: 139371-95-2
(E)-2-((1R,5R)-3-Benzyl-7-oxo-4-thia-2,6-diaza-bicyclo[3.2.0]hept-2-en-6-yl)-3-trifluoromethanesulfonyloxy-but-2-enoic acid benzhydryl ester

Guidance literature:: With triethylamine; In tetrahydrofuran; at -40 ℃; for 1h;
DOI:10.1016/0040-4039(91)80130-X

Reference yield:

: 119944-09-1
(R)-2-((1R,5R)-3-Benzyl-7-oxo-4-thia-2,6-diaza-bicyclo[3.2.0]hept-2-en-6-yl)-3-methyl-but-3-enoic acid benzhydryl ester

: 139371-95-2
(E)-2-((1R,5R)-3-Benzyl-7-oxo-4-thia-2,6-diaza-bicyclo[3.2.0]hept-2-en-6-yl)-3-trifluoromethanesulfonyloxy-but-2-enoic acid benzhydryl ester

Guidance literature:: Multi-step reaction with 2 steps

1: 82 percent / O₃ / CH₂Cl₂; methanol / -78 °C

2: 76 percent / Et₃N / tetrahydrofuran / 1 h / -40 °C

With ozone; triethylamine; In tetrahydrofuran; methanol; dichloromethane;
DOI:10.1016/0040-4039(91)80130-X

Reference yield:

: 139371-95-2
(E)-2-((1R,5R)-3-Benzyl-7-oxo-4-thia-2,6-diaza-bicyclo[3.2.0]hept-2-en-6-yl)-3-trifluoromethanesulfonyloxy-but-2-enoic acid benzhydryl ester

: 139391-03-0
(2S,5R,6R)-3-Methylene-4,7-dioxo-6-phenylacetylamino-4λ⁴-thia-1-aza-bicyclo[3.2.0]heptane-2-carboxylic acid 4-methoxy-benzyl ester

Guidance literature:: Multi-step reaction with 2 steps

1: 1) Et₃N, 2) 60percent HClO₄ / 1) DMF, -20 deg C, 0.2 h, 2) -20 deg C

2: 84 percent / mCPBA / CH₂Cl₂ / 0.5 h / 5 °C

With perchloric acid; triethylamine; 3-chloro-benzenecarboperoxoic acid; In dichloromethane;
DOI:10.1016/0040-4039(91)80130-X