benzyl 7β-amino-3-methyl-1,2-dehydro-1-carba-1-dethia-3-cephem-4-carboxylate

Base Information

Chemical Name:benzyl 7β-amino-3-methyl-1,2-dehydro-1-carba-1-dethia-3-cephem-4-carboxylate
CAS No.:75460-19-4
Molecular Formula:C₁₆H₁₆N₂O₃
Molecular Weight:284.315
Hs Code.:

Synonyms:benzyl 7β-amino-3-methyl-1,2-dehydro-1-carba-1-dethia-3-cephem-4-carboxylate

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Chemical Property of benzyl 7β-amino-3-methyl-1,2-dehydro-1-carba-1-dethia-3-cephem-4-carboxylate

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Technology Process of benzyl 7β-amino-3-methyl-1,2-dehydro-1-carba-1-dethia-3-cephem-4-carboxylate

There total 17 articles about benzyl 7β-amino-3-methyl-1,2-dehydro-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:

: 75460-09-2
(R)-3-Methyl-2-[(E)-3-phenyl-prop-2-en-(Z)-ylideneamino]-but-3-enoic acid benzyl ester

: 75460-19-4
benzyl 7β-amino-3-methyl-1,2-dehydro-1-carba-1-dethia-3-cephem-4-carboxylate

Guidance literature:: Multi-step reaction with 10 steps

1: 1.) Et₃N, 2.) Et₃N / 1.) -30 -10 deg C, 1 h, 2.) r.t., 1 h

2: 38 g / Zn / CH₂Cl₂; acetic acid / 1 h / Ambient temperature

3: 21 g / pyridine / CH₂Cl₂ / 1 h / Ambient temperature; -40 deg C - room temp.

4: 1.) O₃, 2.) Zn / 1.) CH₂Cl₂, -78 deg C, 2.) CH₂Cl₂, acetic acid, -10 deg C, 50 min

5: 4.23 g / CH₂Cl₂ / 1.) r.t., overnight, 2.) reflux, 40 min

6: SOCl₂, pyridine / CH₂Cl₂ / 0.33 h

7: 2.39 g / CH₂Cl₂ / 1.5 h / Heating

8: 92 percent / NaH / tetrahydrofuran; CH₂Cl₂ / 1 h

9: 0.5 g / xylene; dioxane / 18 h / Heating

10: 1.) PCl₃, pyridine / 1.) CH₂Cl₂, -30 deg C, 1 h; ice-cooling, 40 min, 2.) CH₂Cl₂, MeOH, -30 deg C, 30 min

With pyridine; thionyl chloride; sodium hydride; ozone; triethylamine; zinc; phosphorus trichloride; In tetrahydrofuran; 1,4-dioxane; dichloromethane; acetic acid; xylene;
DOI:10.1248/cpb.28.1578

Reference yield:

: 75460-21-8
2-[(3S,4R)-3-Amino-2-oxo-4-((E)-styryl)-azetidin-1-yl]-3-methyl-but-2-enoic acid benzyl ester

: 75460-19-4
benzyl 7β-amino-3-methyl-1,2-dehydro-1-carba-1-dethia-3-cephem-4-carboxylate

Guidance literature:: Multi-step reaction with 8 steps

1: 21 g / pyridine / CH₂Cl₂ / 1 h / Ambient temperature; -40 deg C - room temp.

2: 1.) O₃, 2.) Zn / 1.) CH₂Cl₂, -78 deg C, 2.) CH₂Cl₂, acetic acid, -10 deg C, 50 min

3: 4.23 g / CH₂Cl₂ / 1.) r.t., overnight, 2.) reflux, 40 min

4: SOCl₂, pyridine / CH₂Cl₂ / 0.33 h

5: 2.39 g / CH₂Cl₂ / 1.5 h / Heating

6: 92 percent / NaH / tetrahydrofuran; CH₂Cl₂ / 1 h

7: 0.5 g / xylene; dioxane / 18 h / Heating

8: 1.) PCl₃, pyridine / 1.) CH₂Cl₂, -30 deg C, 1 h; ice-cooling, 40 min, 2.) CH₂Cl₂, MeOH, -30 deg C, 30 min

With pyridine; thionyl chloride; sodium hydride; ozone; zinc; phosphorus trichloride; In tetrahydrofuran; 1,4-dioxane; dichloromethane; xylene;
DOI:10.1248/cpb.28.1578

Reference yield:

: 75460-13-8
((2S,3S)-2-Formyl-4-oxo-3-phenylacetylamino-azetidin-1-yl)-hydroxy-acetic acid benzyl ester

: 75460-19-4
benzyl 7β-amino-3-methyl-1,2-dehydro-1-carba-1-dethia-3-cephem-4-carboxylate

Guidance literature:: Multi-step reaction with 6 steps

1: 4.23 g / CH₂Cl₂ / 1.) r.t., overnight, 2.) reflux, 40 min

2: SOCl₂, pyridine / CH₂Cl₂ / 0.33 h

3: 2.39 g / CH₂Cl₂ / 1.5 h / Heating

4: 92 percent / NaH / tetrahydrofuran; CH₂Cl₂ / 1 h

5: 0.5 g / xylene; dioxane / 18 h / Heating

6: 1.) PCl₃, pyridine / 1.) CH₂Cl₂, -30 deg C, 1 h; ice-cooling, 40 min, 2.) CH₂Cl₂, MeOH, -30 deg C, 30 min

With pyridine; thionyl chloride; sodium hydride; phosphorus trichloride; In tetrahydrofuran; 1,4-dioxane; dichloromethane; xylene;
DOI:10.1248/cpb.28.1578