diphenylmethyl 7α-phenylacetamido-3-hydroxyiminomethyl-3-cephem-4-carboxylate

Base Information

Chemical Name:diphenylmethyl 7α-phenylacetamido-3-hydroxyiminomethyl-3-cephem-4-carboxylate
CAS No.:128989-94-6
Molecular Formula:C₂₉H₂₅N₃O₅S
Molecular Weight:527.601
Hs Code.:

Synonyms:diphenylmethyl 7α-phenylacetamido-3-hydroxyiminomethyl-3-cephem-4-carboxylate

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Chemical Property of diphenylmethyl 7α-phenylacetamido-3-hydroxyiminomethyl-3-cephem-4-carboxylate

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Technology Process of diphenylmethyl 7α-phenylacetamido-3-hydroxyiminomethyl-3-cephem-4-carboxylate

There total 5 articles about diphenylmethyl 7α-phenylacetamido-3-hydroxyiminomethyl-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: 90.0%

: 128989-93-5
diphenylmethyl 7α-phenylacetamido-3-formyl-3-cephem-4-carboxylate

: 128989-94-6
diphenylmethyl 7α-phenylacetamido-3-hydroxyiminomethyl-3-cephem-4-carboxylate

Guidance literature:: With hydroxylamine hydrochloride; In tetrahydrofuran; water; at 60 - 65 ℃;
DOI:10.1246/bcsj.63.412

Reference yield:

: 90467-27-9
diphenylmethyl 7β-(o-hydroxybenzylideneamino)-3-hydroxymethyl-3-cephem-4-carboxylate

: 128989-94-6
diphenylmethyl 7α-phenylacetamido-3-hydroxyiminomethyl-3-cephem-4-carboxylate

Guidance literature:: Multi-step reaction with 5 steps

1: 70 percent / imidazole / dimethylformamide / 0.5 h / -20 °C

2: 1) N,N-diisopropylethylamine, 2) Girard's reagent T / 1) THF, 4 deg C, 12.5 h, 2) methanol/ethyl acetate, 0 deg C, 1 h

3: 1) 1,3-bis(trimethylsilyl)urea / 1) THF, room temp., 1 h, 2) -15 deg C, 30 min

4: 1) boron trifluoride etherate, 2) Collins reagent / 1) acetonitrile, -25 deg C, 2) dichloromethane, room temp.

5: 90 percent / hydroxylamine hydrochloride / tetrahydrofuran; H₂O / 60 - 65 °C

With 1H-imidazole; Collins oxidation agent; N,N'-bis(trimethylsilyl)urea; boron trifluoride diethyl etherate; hydroxylamine hydrochloride; girard's reagent T; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; water; N,N-dimethyl-formamide;
DOI:10.1246/bcsj.63.412

Reference yield:

: 128989-92-4
diphenylmethyl 7α-phenylacetamido-3-t-butyldimethylsilyloxymethyl-3-cephem-4-carboxylate

: 128989-94-6
diphenylmethyl 7α-phenylacetamido-3-hydroxyiminomethyl-3-cephem-4-carboxylate

Guidance literature:: Multi-step reaction with 2 steps

1: 1) boron trifluoride etherate, 2) Collins reagent / 1) acetonitrile, -25 deg C, 2) dichloromethane, room temp.

2: 90 percent / hydroxylamine hydrochloride / tetrahydrofuran; H₂O / 60 - 65 °C

With Collins oxidation agent; boron trifluoride diethyl etherate; hydroxylamine hydrochloride; In tetrahydrofuran; water;
DOI:10.1246/bcsj.63.412