(6R-trans)-3-(chloromethyl)-7-[[[(2,6-dichloro-4-pyridinyl)thio]acetyl]amino]-8-oxo-5-thia-1-azabicyclo[4.2.0.]oct-2-ene-2-carboxylic acid, diphenylmethyl ester

Base Information

Chemical Name:(6R-trans)-3-(chloromethyl)-7-[[[(2,6-dichloro-4-pyridinyl)thio]acetyl]amino]-8-oxo-5-thia-1-azabicyclo[4.2.0.]oct-2-ene-2-carboxylic acid, diphenylmethyl ester
CAS No.:1027502-01-7
Molecular Formula:C₂₈H₂₂Cl₃N₃O₄S₂
Molecular Weight:634.991
Hs Code.:

(6R-trans)-3-(chloromethyl)-7-[[[(2,6-dichloro-4-pyridinyl)thio]acetyl]amino]-8-oxo-5-thia-1-azabicyclo[4.2.0.]oct-2-ene-2-carboxylic acid, diphenylmethyl ester

Synonyms:(6R-trans)-3-(chloromethyl)-7-[[[(2,6-dichloro-4-pyridinyl)thio]acetyl]amino]-8-oxo-5-thia-1-azabicyclo[4.2.0.]oct-2-ene-2-carboxylic acid, diphenylmethyl ester

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Chemical Property of (6R-trans)-3-(chloromethyl)-7-[[[(2,6-dichloro-4-pyridinyl)thio]acetyl]amino]-8-oxo-5-thia-1-azabicyclo[4.2.0.]oct-2-ene-2-carboxylic acid, diphenylmethyl ester

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Technology Process of (6R-trans)-3-(chloromethyl)-7-[[[(2,6-dichloro-4-pyridinyl)thio]acetyl]amino]-8-oxo-5-thia-1-azabicyclo[4.2.0.]oct-2-ene-2-carboxylic acid, diphenylmethyl ester

There total 3 articles about (6R-trans)-3-(chloromethyl)-7-[[[(2,6-dichloro-4-pyridinyl)thio]acetyl]amino]-8-oxo-5-thia-1-azabicyclo[4.2.0.]oct-2-ene-2-carboxylic acid, diphenylmethyl 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%

: 79349-53-4
(6R,7R)-7-amino-3-(chloromethyl)-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxyli acid diphenylmethyl ester hydrochloride

: 80542-50-3
[(2,6-dichloropyrid-4-yl)thio]acetic acid

: 1027502-01-7
(6R-trans)-3-(chloromethyl)-7-[[[(2,6-dichloro-4-pyridinyl)thio]acetyl]amino]-8-oxo-5-thia-1-azabicyclo[4.2.0.]oct-2-ene-2-carboxylic acid, diphenylmethyl ester

Guidance literature:: With 4-methyl-morpholine; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; In dichloromethane; at 0 ℃; for 1h;
DOI:10.1016/S0040-4020(00)00418-X

Reference yield:

: 2402-78-0
2,6-dichloropyridine

: 1027502-01-7
(6R-trans)-3-(chloromethyl)-7-[[[(2,6-dichloro-4-pyridinyl)thio]acetyl]amino]-8-oxo-5-thia-1-azabicyclo[4.2.0.]oct-2-ene-2-carboxylic acid, diphenylmethyl ester

Guidance literature:: Multi-step reaction with 4 steps

1: 84 percent / aq. H₂O₂; TFA / 3 h / Heating

2: 60 percent / POCl₃; LiCl / 5 h / 85 - 90 °C

3: 20.46 g / aq. NaOH / methanol / 0 - 20 °C

4: 93 percent / N-methylmorpholine; EDC / CH₂Cl₂ / 1 h / 0 °C

With 4-methyl-morpholine; sodium hydroxide; dihydrogen peroxide; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; trifluoroacetic acid; lithium chloride; trichlorophosphate; In methanol; dichloromethane; 1: Oxidation / 2: Chlorination / 3: Substitution / 4: Substitution;
DOI:10.1016/S0040-4020(00)00418-X

Reference yield:

: 16063-69-7
2,4,6-trichloropyridine

: 1027502-01-7
(6R-trans)-3-(chloromethyl)-7-[[[(2,6-dichloro-4-pyridinyl)thio]acetyl]amino]-8-oxo-5-thia-1-azabicyclo[4.2.0.]oct-2-ene-2-carboxylic acid, diphenylmethyl ester

Guidance literature:: Multi-step reaction with 2 steps

1: 20.46 g / aq. NaOH / methanol / 0 - 20 °C

2: 93 percent / N-methylmorpholine; EDC / CH₂Cl₂ / 1 h / 0 °C

With 4-methyl-morpholine; sodium hydroxide; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; In methanol; dichloromethane; 1: Substitution / 2: Substitution;
DOI:10.1016/S0040-4020(00)00418-X