benzyl 7β-phenylacetylamino-3-methyl-1-carba-1-dethia-3-cephem-4-carboxylate

Base Information

Chemical Name:benzyl 7β-phenylacetylamino-3-methyl-1-carba-1-dethia-3-cephem-4-carboxylate
CAS No.:73910-37-9
Molecular Formula:C₂₄H₂₄N₂O₄
Molecular Weight:404.466
Hs Code.:

Synonyms:benzyl 7β-phenylacetylamino-3-methyl-1-carba-1-dethia-3-cephem-4-carboxylate

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Chemical Property of benzyl 7β-phenylacetylamino-3-methyl-1-carba-1-dethia-3-cephem-4-carboxylate

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Technology Process of benzyl 7β-phenylacetylamino-3-methyl-1-carba-1-dethia-3-cephem-4-carboxylate

There total 35 articles about benzyl 7β-phenylacetylamino-3-methyl-1-carba-1-dethia-3-cephem-4-carboxylate 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: 84.0%

: 75460-16-1
benzyl 7β-phenylacetylamino-3-methyl-1,2-dehydro-1-carba-1-dethia-3-cephem-4-carboxylate

: 73910-37-9
benzyl 7β-phenylacetylamino-3-methyl-1-carba-1-dethia-3-cephem-4-carboxylate

Guidance literature:: With hydrogen; palladium on activated charcoal; In tetrahydrofuran; ethyl acetate; for 0.5h; Ambient temperature;
DOI:10.1248/cpb.28.1578

Reference yield:

: 75520-53-5
(-)-isodehydrovaline benzyl ester hydrochloride

: 73910-37-9
benzyl 7β-phenylacetylamino-3-methyl-1-carba-1-dethia-3-cephem-4-carboxylate

Guidance literature:: Multi-step reaction with 14 steps

1: 1.) aq. NaHCO₃, 3.) molecular sieves (4A) / 1.) water, 2.) CH₂Cl₂, r.t., 15 min, 3.) 30 min

2: Et₃N / CH₂Cl₂ / -78 °C

3: 10 g / Et₃N / 2 h / Ambient temperature

4: Zn / CH₂Cl₂; acetic acid

5: 2.3 g / pyridine / 0.17 h

6: 14 g / 85percent mCPBA / CH₂Cl₂ / Ambient temperature

7: 17.4 g / n-BuLi / tetrahydrofuran; hexane / 6 h / Ambient temperature

8: 11.8 g / CrO₃ / acetone / 0.25 h / Ambient temperature

9: 1.) O₃, 2.) Zn, acetic acid / 1.) CH₂Cl₂, ca. -78 deg C, 2.) -25 - -15 deg C, 40 min

10: SOCl₂, pyridine / CH₂Cl₂ / 0.5 h / 0 °C

11: 8.81 g / CH₂Cl₂ / 1 h / Heating

12: 60 percent / dioxane / 10 h / Heating

13: 135 mg / Mg / CH₂Cl₂; acetic acid / 5 h / 10 - 20 °C

14: 159 mg / Et₃N / CDCl₃ / 2.5 h / Ambient temperature

With pyridine; chromium(VI) oxide; n-butyllithium; thionyl chloride; 4 A molecular sieve; sodium hydrogencarbonate; ozone; magnesium; acetic acid; triethylamine; 3-chloro-benzenecarboperoxoic acid; zinc; In tetrahydrofuran; 1,4-dioxane; chloroform-d1; hexane; dichloromethane; acetic acid; acetone;
DOI:10.1248/cpb.28.1563

Reference yield:

: Chloro-[(3S,4R)-2-oxo-4-((E)-3-oxo-but-1-enyl)-3-phenylacetylamino-azetidin-1-yl]-acetic acid benzyl ester

: 73910-37-9
benzyl 7β-phenylacetylamino-3-methyl-1-carba-1-dethia-3-cephem-4-carboxylate

Guidance literature:: Multi-step reaction with 4 steps

1: 2.39 g / CH₂Cl₂ / 1.5 h / Heating

2: 92 percent / NaH / tetrahydrofuran; CH₂Cl₂ / 1 h

3: 0.5 g / xylene; dioxane / 18 h / Heating

4: 84 percent / H₂ / 10percent Pd-C / tetrahydrofuran; ethyl acetate / 0.5 h / Ambient temperature

With hydrogen; sodium hydride; palladium on activated charcoal; In tetrahydrofuran; 1,4-dioxane; dichloromethane; ethyl acetate; xylene;
DOI:10.1248/cpb.28.1578