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

Base Information

Chemical Name: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
CAS No.:607691-22-5
Molecular Formula:C₂₉H₂₃N₃O₉
Molecular Weight:557.516
Hs Code.:

Synonyms: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

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Chemical Property of 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

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Technology Process of 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

There total 1 articles about 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 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: 93.0%

: 1885-14-9
phenyl chloroformate

: 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

: 607691-22-5
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

Guidance literature:: With dmap; triethylamine; In tetrahydrofuran;
DOI:10.1016/S0040-4039(03)01483-7

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:

: 607691-22-5
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

: 139165-12-1
(6R,7S)-3-Chloro-7-(1,3-dioxo-1,3-dihydro-isoindol-2-yl)-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: 83 percent / t-BuOLi / -15 - -8 °C

2: 81 percent / (PhO)3P; Cl₂; pyrimidine / CH₂Cl₂

With PYRIMIDINE; triphenyl phosphite; chlorine; lithium tert-butoxide; In dichloromethane; 1: Dieckmann cyclization;
DOI:10.1016/S0040-4039(03)01483-7