(6R,7S)-7-(1,3-Dioxo-1,3-dihydro-isoindol-2-yl)-3-hydroxy-8-oxo-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid 4-nitro-benzyl ester

Base Information

Chemical Name:(6R,7S)-7-(1,3-Dioxo-1,3-dihydro-isoindol-2-yl)-3-hydroxy-8-oxo-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid 4-nitro-benzyl ester
CAS No.:607691-24-7
Molecular Formula:C₂₃H₁₇N₃O₈
Molecular Weight:463.403
Hs Code.:

Synonyms:(6R,7S)-7-(1,3-Dioxo-1,3-dihydro-isoindol-2-yl)-3-hydroxy-8-oxo-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid 4-nitro-benzyl ester

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Chemical Property of (6R,7S)-7-(1,3-Dioxo-1,3-dihydro-isoindol-2-yl)-3-hydroxy-8-oxo-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid 4-nitro-benzyl ester

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Technology Process of (6R,7S)-7-(1,3-Dioxo-1,3-dihydro-isoindol-2-yl)-3-hydroxy-8-oxo-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid 4-nitro-benzyl ester

There total 2 articles about (6R,7S)-7-(1,3-Dioxo-1,3-dihydro-isoindol-2-yl)-3-hydroxy-8-oxo-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid 4-nitro-benzyl 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: 83.0%

: 607691-22-5
3-[(2R,3S)-3-(1,3-Dioxo-1,3-dihydro-isoindol-2-yl)-1-(4-nitro-benzyloxycarbonylmethyl)-4-oxo-azetidin-2-yl]-propionic acid phenyl ester

: 607691-24-7
(6R,7S)-7-(1,3-Dioxo-1,3-dihydro-isoindol-2-yl)-3-hydroxy-8-oxo-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid 4-nitro-benzyl ester

Guidance literature:: With lithium tert-butoxide; at -15 - -8 ℃;
DOI:10.1016/S0040-4039(03)01483-7

Reference yield:

: 607691-20-3
3-[(2R,3S)-3-(1,3-Dioxo-1,3-dihydro-isoindol-2-yl)-1-(4-nitro-benzyloxycarbonylmethyl)-4-oxo-azetidin-2-yl]-propionic acid

: 607691-24-7
(6R,7S)-7-(1,3-Dioxo-1,3-dihydro-isoindol-2-yl)-3-hydroxy-8-oxo-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid 4-nitro-benzyl ester

Guidance literature:: Multi-step reaction with 2 steps

1: 93 percent / Et₃N; DMAP / tetrahydrofuran

2: 83 percent / t-BuOLi / -15 - -8 °C

With dmap; triethylamine; lithium tert-butoxide; In tetrahydrofuran; 2: Dieckmann cyclization;
DOI:10.1016/S0040-4039(03)01483-7