2-((2R,3S)-3-Ethyl-4-oxo-azetidin-2-ylsulfanyl)-3-oxo-succinic acid 4-benzyl ester 1-ethyl ester

Base Information

Chemical Name:2-((2R,3S)-3-Ethyl-4-oxo-azetidin-2-ylsulfanyl)-3-oxo-succinic acid 4-benzyl ester 1-ethyl ester
CAS No.:100044-51-7
Molecular Formula:C₁₈H₂₁NO₆S
Molecular Weight:379.434
Hs Code.:

Synonyms:2-((2R,3S)-3-Ethyl-4-oxo-azetidin-2-ylsulfanyl)-3-oxo-succinic acid 4-benzyl ester 1-ethyl ester

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Chemical Property of 2-((2R,3S)-3-Ethyl-4-oxo-azetidin-2-ylsulfanyl)-3-oxo-succinic acid 4-benzyl ester 1-ethyl ester

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Technology Process of 2-((2R,3S)-3-Ethyl-4-oxo-azetidin-2-ylsulfanyl)-3-oxo-succinic acid 4-benzyl ester 1-ethyl ester

There total 5 articles about 2-((2R,3S)-3-Ethyl-4-oxo-azetidin-2-ylsulfanyl)-3-oxo-succinic acid 4-benzyl ester 1-ethyl 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: 72.0%

: 100044-50-6
2-[(2R,3S)-1-(tert-Butyl-dimethyl-silanyl)-3-ethyl-4-oxo-azetidin-2-ylsulfanyl]-3-oxo-succinic acid 4-benzyl ester 1-ethyl ester

: 100044-51-7
2-((2R,3S)-3-Ethyl-4-oxo-azetidin-2-ylsulfanyl)-3-oxo-succinic acid 4-benzyl ester 1-ethyl ester

Guidance literature:: With tetrabutyl ammonium fluoride; In tetrahydrofuran; for 0.166667h; Ambient temperature;
DOI:10.1021/jo00355a011

Reference yield:

: 7579-36-4
dibenzyl oxalate

: 100044-51-7
2-((2R,3S)-3-Ethyl-4-oxo-azetidin-2-ylsulfanyl)-3-oxo-succinic acid 4-benzyl ester 1-ethyl ester

Guidance literature:: Multi-step reaction with 2 steps

1: 1.) lithium hexamethyldisilazide / 1.) THF, -78 deg C, 0.1 h, 2.) THF, RT, 2 h

2: 72 percent / tetrabutylammonium fluoride / tetrahydrofuran / 0.17 h / Ambient temperature

With tetrabutyl ammonium fluoride; lithium hexamethyldisilazane; In tetrahydrofuran;
DOI:10.1021/jo00355a011

Reference yield:

: 82290-86-6
4-acetoxy-3-ethyl-azetidin-2-one

: 100044-51-7
2-((2R,3S)-3-Ethyl-4-oxo-azetidin-2-ylsulfanyl)-3-oxo-succinic acid 4-benzyl ester 1-ethyl ester

Guidance literature:: Multi-step reaction with 4 steps

1: 92 percent / KOH / ethanol; H₂O / 0.5 h

2: 1.) lithium hexamethyldisilazide / 1.) THF, -78 deg C, 5 min, 2.) THF, from -78 deg C to 0 deg C, 1.5 h

3: 1.) lithium hexamethyldisilazide / 1.) THF, -78 deg C, 0.1 h, 2.) THF, RT, 2 h

4: 72 percent / tetrabutylammonium fluoride / tetrahydrofuran / 0.17 h / Ambient temperature

With potassium hydroxide; tetrabutyl ammonium fluoride; lithium hexamethyldisilazane; In tetrahydrofuran; ethanol; water;
DOI:10.1021/jo00355a011