5-Thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid, 7-[[(2Z)-(2-amino-5-methyl-4-thiazolyl)(hydroxyimino)acetyl]amino]-8-ox o-3-[(1H-pyrazol-4-ylmethyl)thio]-, diphenylmethyl ester, (6R,7R)-

Base Information

Chemical Name:5-Thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid, 7-[[(2Z)-(2-amino-5-methyl-4-thiazolyl)(hydroxyimino)acetyl]amino]-8-ox o-3-[(1H-pyrazol-4-ylmethyl)thio]-, diphenylmethyl ester, (6R,7R)-
CAS No.:189099-43-2
Molecular Formula:C30H27N7O5S3
Molecular Weight:661.786
Hs Code.:

5-Thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid,
7-[[(2Z)-(2-amino-5-methyl-4-thiazolyl)(hydroxyimino)acetyl]amino]-8-ox
o-3-[(1H-pyrazol-4-ylmethyl)thio]-, diphenylmethyl ester, (6R,7R)-

Synonyms:

Suppliers and Price of 5-Thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid, 7-[[(2Z)-(2-amino-5-methyl-4-thiazolyl)(hydroxyimino)acetyl]amino]-8-ox o-3-[(1H-pyrazol-4-ylmethyl)thio]-, diphenylmethyl ester, (6R,7R)-

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

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Chemical Property of 5-Thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid, 7-[[(2Z)-(2-amino-5-methyl-4-thiazolyl)(hydroxyimino)acetyl]amino]-8-ox o-3-[(1H-pyrazol-4-ylmethyl)thio]-, diphenylmethyl ester, (6R,7R)-

Chemical Property:

Purity/Quality:: 98% ^*data from raw suppliers

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Technology Process of 5-Thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid, 7-[[(2Z)-(2-amino-5-methyl-4-thiazolyl)(hydroxyimino)acetyl]amino]-8-ox o-3-[(1H-pyrazol-4-ylmethyl)thio]-, diphenylmethyl ester, (6R,7R)-

There total 7 articles about 5-Thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid, 7-[[(2Z)-(2-amino-5-methyl-4-thiazolyl)(hydroxyimino)acetyl]amino]-8-ox o-3-[(1H-pyrazol-4-ylmethyl)thio]-, diphenylmethyl 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: 41.0%

: 189099-15-8
(Z)-2-(5-methyl-2-tritylaminothiazol-4-yl)-2-(trityloxyimino)acetic acid

: 189099-17-0
diphenylmethyl 7β-amino-3-[(1-tritylpyrazol-4-yl)methylthio]-3-cephem-4-carboxylate

: 189099-43-2
diphenylmethyl 7β-[(Z)-2-(2-amino-5-methylthiazol-4-yl)-2-(hydroxyimino)acetamido]-3-[(4-pyrazolyl)methylthio]-3-cephem-4-carboxylate

Guidance literature:: (Z)-2-(5-methyl-2-tritylaminothiazol-4-yl)-2-(trityloxyimino)acetic acid; With N,N-dimethyl-formamide; trichlorophosphate; In ethyl acetate; at 0 ℃; for 1h;

diphenylmethyl 7β-amino-3-[(1-tritylpyrazol-4-yl)methylthio]-3-cephem-4-carboxylate; With benzenesulfonamide; In N,N-dimethyl acetamide; ethyl acetate; at 0 ℃; for 2h;

With hydrogenchloride; In methanol; at 20 ℃; for 4h;
DOI:10.1016/S0968-0896(01)00416-3

Reference yield:

: 35011-25-7
ethyl (2Z)-2-(hydroxyimino)-3-oxopentanoate

: 189099-43-2
diphenylmethyl 7β-[(Z)-2-(2-amino-5-methylthiazol-4-yl)-2-(hydroxyimino)acetamido]-3-[(4-pyrazolyl)methylthio]-3-cephem-4-carboxylate

Guidance literature:: Multi-step reaction with 6 steps

1.1: 99 percent / SO₂Cl₂ / acetic acid / 3 h / 20 °C

2.1: 62 percent / dimethylformamide / 30 °C

3.1: 90 percent / Et₃N / dimethylformamide / 2 h / 20 °C

4.1: NaH / ethyl acetate / 0.5 h / 20 °C

4.2: 40 percent / ethyl acetate / 20 h / 20 °C

5.1: 90 percent / NaOH / dioxane; H₂O / 3 h / 100 °C

6.1: POCl₃; DMF / ethyl acetate / 1 h / 0 °C

6.2: BSA / N,N-dimethyl-acetamide; ethyl acetate / 2 h / 0 °C

6.3: 41 percent / conc. aq. HCl / methanol / 4 h / 20 °C

With sodium hydroxide; sulfuryl dichloride; sodium hydride; triethylamine; N,N-dimethyl-formamide; trichlorophosphate; In 1,4-dioxane; water; acetic acid; ethyl acetate; N,N-dimethyl-formamide;
DOI:10.1016/S0968-0896(01)00416-3

Reference yield:

: 74704-03-3
diphenylmethyl 7β-amino-3-methanesulfonyloxy-3-cephem-4-carboxylate

: 189099-43-2
diphenylmethyl 7β-[(Z)-2-(2-amino-5-methylthiazol-4-yl)-2-(hydroxyimino)acetamido]-3-[(4-pyrazolyl)methylthio]-3-cephem-4-carboxylate

Guidance literature:: Multi-step reaction with 2 steps

1.1: NaSH; i-Pr₂NEt / dimethylformamide / 1 h / -20 °C

1.2: 56 percent / dimethylformamide / 1 h / -5 °C

2.1: POCl₃; DMF / ethyl acetate / 1 h / 0 °C

2.2: BSA / N,N-dimethyl-acetamide; ethyl acetate / 2 h / 0 °C

2.3: 41 percent / conc. aq. HCl / methanol / 4 h / 20 °C

With sodium hydrogensulfide; N-ethyl-N,N-diisopropylamine; N,N-dimethyl-formamide; trichlorophosphate; In ethyl acetate; N,N-dimethyl-formamide;
DOI:10.1016/S0968-0896(01)00416-3