(R)-3-Chloromethyl-2-[(2R,3R)-2-(5-methyl-[1,3,4]thiadiazol-2-yldisulfanyl)-4-oxo-3-phenylacetylamino-azetidin-1-yl]-but-3-enoic acid benzyl ester

Base Information

Chemical Name:(R)-3-Chloromethyl-2-[(2R,3R)-2-(5-methyl-[1,3,4]thiadiazol-2-yldisulfanyl)-4-oxo-3-phenylacetylamino-azetidin-1-yl]-but-3-enoic acid benzyl ester
CAS No.:83242-28-8
Molecular Formula:C₂₆H₂₅ClN₄O₄S₃
Molecular Weight:589.16
Hs Code.:

Synonyms:(R)-3-Chloromethyl-2-[(2R,3R)-2-(5-methyl-[1,3,4]thiadiazol-2-yldisulfanyl)-4-oxo-3-phenylacetylamino-azetidin-1-yl]-but-3-enoic acid benzyl ester

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Chemical Property of (R)-3-Chloromethyl-2-[(2R,3R)-2-(5-methyl-[1,3,4]thiadiazol-2-yldisulfanyl)-4-oxo-3-phenylacetylamino-azetidin-1-yl]-but-3-enoic acid benzyl ester

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Technology Process of (R)-3-Chloromethyl-2-[(2R,3R)-2-(5-methyl-[1,3,4]thiadiazol-2-yldisulfanyl)-4-oxo-3-phenylacetylamino-azetidin-1-yl]-but-3-enoic acid benzyl ester

There total 4 articles about (R)-3-Chloromethyl-2-[(2R,3R)-2-(5-methyl-[1,3,4]thiadiazol-2-yldisulfanyl)-4-oxo-3-phenylacetylamino-azetidin-1-yl]-but-3-enoic acid 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: 70.0%

: 83242-26-6
C₃H₃ClN₂S₂

: 83290-69-1
(R)-2-((1R,5R)-3-Benzyl-7-oxo-4-thia-2,6-diaza-bicyclo[3.2.0]hept-2-en-6-yl)-3-chloromethyl-but-3-enoic acid benzyl ester

: 83242-28-8
(R)-3-Chloromethyl-2-[(2R,3R)-2-(5-methyl-[1,3,4]thiadiazol-2-yldisulfanyl)-4-oxo-3-phenylacetylamino-azetidin-1-yl]-but-3-enoic acid benzyl ester

Guidance literature:: In 1,4-dioxane; water; Ambient temperature;
DOI:10.1016/S0040-4039(00)87378-5

Reference yield:

: 86832-59-9
(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 benzyl ester

: 83242-28-8
(R)-3-Chloromethyl-2-[(2R,3R)-2-(5-methyl-[1,3,4]thiadiazol-2-yldisulfanyl)-4-oxo-3-phenylacetylamino-azetidin-1-yl]-but-3-enoic acid benzyl ester

Guidance literature:: Multi-step reaction with 2 steps

1: 10 percent / NaCl, H₂SO₄ / H₂O; CHCl₃ / Ambient temperature; electrolysis with Pt electrodes at a constant current (10 mA/cm²), lower Cl(-) concentration

2: 70 percent / aqueous HCl

With hydrogenchloride; sulfuric acid; sodium chloride; In chloroform; water;
DOI:10.1002/bscb.19820911202

Reference yield:

: 86832-60-2
(R)-3-Chloromethyl-2-[(1R,5R)-3-(dichloro-phenyl-methyl)-7-oxo-4-thia-2,6-diaza-bicyclo[3.2.0]hept-2-en-6-yl]-but-3-enoic acid benzyl ester

: 83242-28-8
(R)-3-Chloromethyl-2-[(2R,3R)-2-(5-methyl-[1,3,4]thiadiazol-2-yldisulfanyl)-4-oxo-3-phenylacetylamino-azetidin-1-yl]-but-3-enoic acid benzyl ester

Guidance literature:: Multi-step reaction with 2 steps

1: zinc dust, AcOH / CH₂Cl₂ / 0 - 2 °C

2: 70 percent / aqueous HCl

With hydrogenchloride; acetic acid; zinc; In dichloromethane;
DOI:10.1002/bscb.19820911202