5-Thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid, 8-oxo-7-[(phenylacetyl)amino]-3-[[4-(4-pyridinyl)-2-furanyl]thio]-, (4-methoxyphenyl)methyl ester, (6R,7R)-

Base Information

Chemical Name:5-Thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid, 8-oxo-7-[(phenylacetyl)amino]-3-[[4-(4-pyridinyl)-2-furanyl]thio]-, (4-methoxyphenyl)methyl ester, (6R,7R)-
CAS No.:593247-80-4
Molecular Formula:C32H27N3O6S2
Molecular Weight:613.715
Hs Code.:

5-Thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid,
8-oxo-7-[(phenylacetyl)amino]-3-[[4-(4-pyridinyl)-2-furanyl]thio]-,
(4-methoxyphenyl)methyl ester, (6R,7R)-

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Chemical Property of 5-Thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid, 8-oxo-7-[(phenylacetyl)amino]-3-[[4-(4-pyridinyl)-2-furanyl]thio]-, (4-methoxyphenyl)methyl ester, (6R,7R)-

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Technology Process of 5-Thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid, 8-oxo-7-[(phenylacetyl)amino]-3-[[4-(4-pyridinyl)-2-furanyl]thio]-, (4-methoxyphenyl)methyl ester, (6R,7R)-

There total 2 articles about 5-Thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid, 8-oxo-7-[(phenylacetyl)amino]-3-[[4-(4-pyridinyl)-2-furanyl]thio]-, (4-methoxyphenyl)methyl ester, (6R,7R)- 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: 40.0%

: 123054-30-8
(7R)-7-[(phenylacetyl)amino]-3-trifluoromethanesulfonyloxy-3-cephem-4-carboxylate, 4-methoxybenzyl ester

: 593247-77-9
4-[5-(2,4-dinitro-phenylsulfanyl)-furan-3-yl]-pyridine

: 593247-80-4
p-methoxybenzyl 7β-phenylacetamido-3-[4-(4-pyridyl)furan-2-yl]thio-3-cephem-4-carboxylate

Guidance literature:: With sodium methylate; In tetrahydrofuran; at -30 ℃; for 0.5h;
DOI:10.1016/S0968-0896(03)00126-3

Reference yield:

: 27079-81-8
4-(furan-3-yl)pyridine

: 593247-80-4
p-methoxybenzyl 7β-phenylacetamido-3-[4-(4-pyridyl)furan-2-yl]thio-3-cephem-4-carboxylate

Guidance literature:: Multi-step reaction with 2 steps

1: 90 percent / aluminum chloride / nitromethane / 20 °C

2: 40 percent / sodium methoxide / tetrahydrofuran / 0.5 h / -30 °C

With aluminium trichloride; sodium methylate; In tetrahydrofuran; nitromethane; 1: Friedel-Crafts reaction;
DOI:10.1016/S0968-0896(03)00126-3

Reference yield:

: 593247-80-4
p-methoxybenzyl 7β-phenylacetamido-3-[4-(4-pyridyl)furan-2-yl]thio-3-cephem-4-carboxylate

: 4-{5-[(6R,7R)-7-Amino-2-(4-methoxy-benzyloxycarbonyl)-8-oxo-5-thia-1-aza-bicyclo[4.2.0]oct-2-en-3-ylsulfanyl]-furan-3-yl}-1-methyl-pyridinium; chloride

Guidance literature:: Multi-step reaction with 2 steps

1.1: dimethylformamide / 20 °C

2.1: phosphorus pentachloride; pyridine / CH₂Cl₂ / 5 °C

2.2: MeOH / CH₂Cl₂ / -20 °C

With pyridine; phosphorus pentachloride; In dichloromethane; N,N-dimethyl-formamide;
DOI:10.1016/S0968-0896(03)00126-3