5-Thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid, 3-[(1Z)-2-(2,4-dinitrophenyl)ethenyl]-8-oxo-7-[(2-thienylacetyl)amino]-, (4-methoxyphenyl)methyl ester, (6R,7R)-

Base Information

Chemical Name:5-Thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid, 3-[(1Z)-2-(2,4-dinitrophenyl)ethenyl]-8-oxo-7-[(2-thienylacetyl)amino]-, (4-methoxyphenyl)methyl ester, (6R,7R)-
CAS No.:828919-20-6
Molecular Formula:C₂₉H₂₄N₄O₉S₂
Molecular Weight:636.663
Hs Code.:

5-Thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid,
3-[(1Z)-2-(2,4-dinitrophenyl)ethenyl]-8-oxo-7-[(2-thienylacetyl)amino]-,
(4-methoxyphenyl)methyl ester, (6R,7R)-

Synonyms:

Suppliers and Price of 5-Thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid, 3-[(1Z)-2-(2,4-dinitrophenyl)ethenyl]-8-oxo-7-[(2-thienylacetyl)amino]-, (4-methoxyphenyl)methyl ester, (6R,7R)-

Supply Marketing:

Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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TRC
(6R,7R)--[(1Z)-2-(2,4-Dinitrophenyl)ethenyl]-8-oxo-7-[(2-thienylacetyl)amino]-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylicAcid(4-Methoxyphenyl)methylEster
50mg
$ 870.00

Total 0 raw suppliers

Chemical Property of 5-Thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid, 3-[(1Z)-2-(2,4-dinitrophenyl)ethenyl]-8-oxo-7-[(2-thienylacetyl)amino]-, (4-methoxyphenyl)methyl ester, (6R,7R)-

Chemical Property:

Purity/Quality:: (6R,7R)--[(1Z)-2-(2,4-Dinitrophenyl)ethenyl]-8-oxo-7-[(2-thienylacetyl)amino]-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylicAcid(4-Methoxyphenyl)methylEster ^*data from reagent suppliers

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MSDS Files:

Useful:

Uses (6R,7R)--[(1Z)-2-(2,4-Dinitrophenyl)ethenyl]-8-oxo-7-[(2-thienylacetyl)amino]-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic Acid (4-Methoxyphenyl)methyl Ester is an intermediate in synthesizing Nitrocefin (N493815), a chromogenic β-lactamase substrate that undergoes colour change from yellow to red as the amide bond in the β-Lactam ring is hydrolyzed by β-lactamase. Nitrocefin undergoes colour changes induced by lactamases produced by Gram-positive and Gram-negative bacteria. Several studies have utilized the colour changing properties of Nitrocefin for the detection of β-lactamase activity from bacterial cell extracts by isoelectric focusing and spectroscopy. Nitrocefin has also been used in studies involving β-lactamase resistant antibiotics.

Technology Process of 5-Thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid, 3-[(1Z)-2-(2,4-dinitrophenyl)ethenyl]-8-oxo-7-[(2-thienylacetyl)amino]-, (4-methoxyphenyl)methyl ester, (6R,7R)-

There total 4 articles about 5-Thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid, 3-[(1Z)-2-(2,4-dinitrophenyl)ethenyl]-8-oxo-7-[(2-thienylacetyl)amino]-, (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:

: 528-75-6
2,4-dinitrobenzaldehyde

: [(6R,7R)-2-(4-Methoxy-benzyloxycarbonyl)-8-oxo-7-(2-thiophen-2-yl-acetylamino)-5-thia-1-aza-bicyclo[4.2.0]oct-2-en-3-ylmethyl]-triphenyl-phosphonium; iodide

: 828919-20-6
p-methoxybenzyl (6R,7R)-3-(2,4-dinitrostyryl)-7-(2-thienylacetamido)-3-cephem-4-carboxylate

Guidance literature:: [(6R,7R)-2-(4-Methoxy-benzyloxycarbonyl)-8-oxo-7-(2-thiophen-2-yl-acetylamino)-5-thia-1-aza-bicyclo[4.2.0]oct-2-en-3-ylmethyl]-triphenyl-phosphonium; iodide; With potassium trimethylsilonate; In dichloromethane; acetonitrile; at -10 ℃; for 1h;

2,4-dinitrobenzaldehyde; In dichloromethane; acetonitrile; at -10 - 20 ℃; for 5h;
DOI:10.1021/jo0487395

Reference yield:

: 39098-97-0
2-thienylacetic acid chloride

: 828919-20-6
p-methoxybenzyl (6R,7R)-3-(2,4-dinitrostyryl)-7-(2-thienylacetamido)-3-cephem-4-carboxylate

Guidance literature:: Multi-step reaction with 3 steps

1.1: 78 percent / potassium trimethylsilanolate / CH₂Cl₂; acetonitrile / 1 h / 20 °C

2.1: sodium iodide / butan-2-one / 20 °C

3.1: potassium trimethylsilanolate / CH₂Cl₂; acetonitrile / 1 h / -10 °C

3.2: 0.90 g / CH₂Cl₂; acetonitrile / 5 h / -10 - 20 °C

With potassium trimethylsilonate; sodium iodide; In dichloromethane; acetonitrile; butanone; 2.1: Finkelstein reaction / 3.2: Wittig reaction;
DOI:10.1021/jo0487395

Reference yield:

: 101182-25-6
(6R,7R)-4-methoxybenzyl-3-(chloromethyl)-8-oxo-7-(2-(thiophen-2-yl)acetamido)-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate

: 828919-20-6
p-methoxybenzyl (6R,7R)-3-(2,4-dinitrostyryl)-7-(2-thienylacetamido)-3-cephem-4-carboxylate

Guidance literature:: Multi-step reaction with 2 steps

1.1: sodium iodide / butan-2-one / 20 °C

2.1: potassium trimethylsilanolate / CH₂Cl₂; acetonitrile / 1 h / -10 °C

2.2: 0.90 g / CH₂Cl₂; acetonitrile / 5 h / -10 - 20 °C

With potassium trimethylsilonate; sodium iodide; In dichloromethane; acetonitrile; butanone; 1.1: Finkelstein reaction / 2.2: Wittig reaction;
DOI:10.1021/jo0487395