2-Allyl-2-(2-oxo-4-vinyl-azetidin-1-yl)-malonic acid bis-(4-nitro-benzyl) ester

Base Information

• Chemical Name: 2-Allyl-2-(2-oxo-4-vinyl-azetidin-1-yl)-malonic acid bis-(4-nitro-benzyl) ester
• CAS No.: 78687-70-4
• Molecular Formula: C₂₅H₂₃N₃O₉
• Molecular Weight: 509.472

Synonyms:2-Allyl-2-(2-oxo-4-vinyl-azetidin-1-yl)-malonic acid bis-(4-nitro-benzyl) ester

Chemical Property of 2-Allyl-2-(2-oxo-4-vinyl-azetidin-1-yl)-malonic acid bis-(4-nitro-benzyl) ester

Chemical Property:

Purity/Quality:

Safty Information:

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Technology Process of 2-Allyl-2-(2-oxo-4-vinyl-azetidin-1-yl)-malonic acid bis-(4-nitro-benzyl) ester

There total 5 articles about 2-Allyl-2-(2-oxo-4-vinyl-azetidin-1-yl)-malonic acid bis-(4-nitro-benzyl) ester 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: 75.0%

2-(2-Oxo-4-vinyl-azetidin-1-yl)-malonic acid bis-(4-nitro-benzyl) ester (78687-69-1) + allyl bromide (106-95-6) → 2-Allyl-2-(2-oxo-4-vinyl-azetidin-1-yl)-malonic acid bis-(4-nitro-benzyl) ester (78687-70-4)

Guidance literature:

With sodium hydride; In tetrahydrofuran; N,N-dimethyl-formamide;

DOI:10.1016/S0040-4039(01)82855-0

Reference yield:

4-ethenylazetidin-2-one (7486-94-4) → 2-Allyl-2-(2-oxo-4-vinyl-azetidin-1-yl)-malonic acid bis-(4-nitro-benzyl) ester (78687-70-4)

Guidance literature:

Multi-step reaction with 4 steps

1: toluene / 20 h / Heating

2: thionychloride, pyridine / tetrahydrofuran / -20 °C

3: P(n-Bu)3 / H₂O; dimethylformamide

4: 75 percent / NaH / dimethylformamide; tetrahydrofuran

With pyridine; thionyl chloride; tributylphosphine; sodium hydride; In tetrahydrofuran; water; N,N-dimethyl-formamide; toluene;

DOI:10.1016/S0040-4039(01)82855-0

Reference yield:

bis(p-nitrobenzyl) ketomalonate (65750-58-5) → 2-Allyl-2-(2-oxo-4-vinyl-azetidin-1-yl)-malonic acid bis-(4-nitro-benzyl) ester (78687-70-4)

Guidance literature:

Multi-step reaction with 4 steps

1: toluene / 20 h / Heating

2: thionychloride, pyridine / tetrahydrofuran / -20 °C

3: P(n-Bu)3 / H₂O; dimethylformamide

4: 75 percent / NaH / dimethylformamide; tetrahydrofuran

With pyridine; thionyl chloride; tributylphosphine; sodium hydride; In tetrahydrofuran; water; N,N-dimethyl-formamide; toluene;

DOI:10.1016/S0040-4039(01)82855-0

upstream raw materials:

2-(2-Oxo-4-vinyl-azetidin-1-yl)-malonic acid bis-(4-nitro-benzyl) ester

allyl bromide

4-ethenylazetidin-2-one

bis(p-nitrobenzyl) ketomalonate

Downstream raw materials:

2-(2-Formyl-4-oxo-azetidin-1-yl)-2-(2-oxo-ethyl)-malonic acid bis-(4-nitro-benzyl) ester

p-nitrobenzyl-2-benzoyloxymethyl-Δ¹-penem-3-carboxylate

3-Formyl-7-oxo-1-aza-bicyclo[3.2.0]hept-3-ene-2,2-dicarboxylic acid bis-(4-nitro-benzyl) ester

3-Hydroxymethyl-7-oxo-1-aza-bicyclo[3.2.0]hept-3-ene-2,2-dicarboxylic acid bis-(4-nitro-benzyl) ester

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