(Z)-2-[(2R,3R)-2-(Benzothiazol-2-yldisulfanyl)-3-(1,3-dioxo-1,3-dihydro-isoindol-2-yl)-4-oxo-azetidin-1-yl]-4-ethylcarbamoyloxy-3-hydroxy-but-2-enoic acid 4-nitro-benzyl ester

Base Information

Chemical Name:(Z)-2-[(2R,3R)-2-(Benzothiazol-2-yldisulfanyl)-3-(1,3-dioxo-1,3-dihydro-isoindol-2-yl)-4-oxo-azetidin-1-yl]-4-ethylcarbamoyloxy-3-hydroxy-but-2-enoic acid 4-nitro-benzyl ester
CAS No.:94615-46-0
Molecular Formula:C₃₂H₂₅N₅O₁₀S₃
Molecular Weight:735.776
Hs Code.:

(Z)-2-[(2R,3R)-2-(Benzothiazol-2-yldisulfanyl)-3-(1,3-dioxo-1,3-dihydro-isoindol-2-yl)-4-oxo-azetidin-1-yl]-4-ethylcarbamoyloxy-3-hydroxy-but-2-enoic acid 4-nitro-benzyl ester

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Chemical Property of (Z)-2-[(2R,3R)-2-(Benzothiazol-2-yldisulfanyl)-3-(1,3-dioxo-1,3-dihydro-isoindol-2-yl)-4-oxo-azetidin-1-yl]-4-ethylcarbamoyloxy-3-hydroxy-but-2-enoic acid 4-nitro-benzyl ester

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Technology Process of (Z)-2-[(2R,3R)-2-(Benzothiazol-2-yldisulfanyl)-3-(1,3-dioxo-1,3-dihydro-isoindol-2-yl)-4-oxo-azetidin-1-yl]-4-ethylcarbamoyloxy-3-hydroxy-but-2-enoic acid 4-nitro-benzyl ester

There total 3 articles about (Z)-2-[(2R,3R)-2-(Benzothiazol-2-yldisulfanyl)-3-(1,3-dioxo-1,3-dihydro-isoindol-2-yl)-4-oxo-azetidin-1-yl]-4-ethylcarbamoyloxy-3-hydroxy-but-2-enoic 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:

: 61335-58-8,61335-59-9,63427-58-7
p-nitrobenzyl 7-phthalimido-3-methylenecepham-4-carboxylate sulfoxide

: 94615-46-0
(Z)-2-[(2R,3R)-2-(Benzothiazol-2-yldisulfanyl)-3-(1,3-dioxo-1,3-dihydro-isoindol-2-yl)-4-oxo-azetidin-1-yl]-4-ethylcarbamoyloxy-3-hydroxy-but-2-enoic acid 4-nitro-benzyl ester

Guidance literature:: Multi-step reaction with 2 steps

1: 2.) TsOH / 1.) toluene, reflux

2: 1.) O₃; 2.) Me₂S / 1.) CH₂Cl₂, MeOH, -70 degC; 2.) r.t.

With dimethylsulfide; ozone; toluene-4-sulfonic acid;
DOI:10.1016/S0040-4039(01)90212-6

Reference yield:

: 40028-92-0
6-phthalimidopenicillanate sulphoxide p-nitrobenzyl ester

: 94615-46-0
(Z)-2-[(2R,3R)-2-(Benzothiazol-2-yldisulfanyl)-3-(1,3-dioxo-1,3-dihydro-isoindol-2-yl)-4-oxo-azetidin-1-yl]-4-ethylcarbamoyloxy-3-hydroxy-but-2-enoic acid 4-nitro-benzyl ester

Guidance literature:: Multi-step reaction with 3 steps

1: 1.) NCS; 2.) SnCl₄ / 1.) toluene, reflux

2: 2.) TsOH / 1.) toluene, reflux

3: 1.) O₃; 2.) Me₂S / 1.) CH₂Cl₂, MeOH, -70 degC; 2.) r.t.

With N-chloro-succinimide; dimethylsulfide; tin(IV) chloride; ozone; toluene-4-sulfonic acid;
DOI:10.1016/S0040-4039(01)90212-6

Reference yield:

: 94615-45-9
(R)-2-[(2R,3R)-2-(Benzothiazol-2-yldisulfanyl)-3-(1,3-dioxo-1,3-dihydro-isoindol-2-yl)-4-oxo-azetidin-1-yl]-3-ethylcarbamoyloxymethyl-but-3-enoic acid 4-nitro-benzyl ester

: 94615-46-0
(Z)-2-[(2R,3R)-2-(Benzothiazol-2-yldisulfanyl)-3-(1,3-dioxo-1,3-dihydro-isoindol-2-yl)-4-oxo-azetidin-1-yl]-4-ethylcarbamoyloxy-3-hydroxy-but-2-enoic acid 4-nitro-benzyl ester

Guidance literature:: With dimethylsulfide; ozone; Multistep reaction; 1.) CH₂Cl₂, MeOH, -70 degC; 2.) r.t.;
DOI:10.1016/S0040-4039(01)90212-6