2-((1R,5R)-7-Oxo-3-phenoxymethyl-4-thia-2,6-diaza-bicyclo[3.2.0]hept-2-en-6-yl)-malonic acid dimethyl ester

Base Information

Chemical Name:2-((1R,5R)-7-Oxo-3-phenoxymethyl-4-thia-2,6-diaza-bicyclo[3.2.0]hept-2-en-6-yl)-malonic acid dimethyl ester
CAS No.:147162-33-2
Molecular Formula:C₁₆H₁₆N₂O₆S
Molecular Weight:364.379
Hs Code.:

Synonyms:2-((1R,5R)-7-Oxo-3-phenoxymethyl-4-thia-2,6-diaza-bicyclo[3.2.0]hept-2-en-6-yl)-malonic acid dimethyl ester

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Chemical Property of 2-((1R,5R)-7-Oxo-3-phenoxymethyl-4-thia-2,6-diaza-bicyclo[3.2.0]hept-2-en-6-yl)-malonic acid dimethyl ester

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Technology Process of 2-((1R,5R)-7-Oxo-3-phenoxymethyl-4-thia-2,6-diaza-bicyclo[3.2.0]hept-2-en-6-yl)-malonic acid dimethyl ester

There total 7 articles about 2-((1R,5R)-7-Oxo-3-phenoxymethyl-4-thia-2,6-diaza-bicyclo[3.2.0]hept-2-en-6-yl)-malonic acid dimethyl 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: 50.0%

: 35500-75-5
(1R)-3-phenoxymethyl-(1rH,5cH)-4-thia-2,6-diaza-bicyclo[3.2.0]hept-2-en-7-one

: 868-26-8
dimethyl 2-bromomalonate

: 147162-33-2
2-((1R,5R)-7-Oxo-3-phenoxymethyl-4-thia-2,6-diaza-bicyclo[3.2.0]hept-2-en-6-yl)-malonic acid dimethyl ester

Guidance literature:: With N-benzyl-trimethylammonium hydroxide; In methanol; N,N-dimethyl-formamide; at -55 - 20 ℃;
DOI:10.1139/v01-100

Reference yield:

: 380412-94-2
3-methyl-2-((1R)-7-oxo-3-phenoxymethyl-(1rH,5cH)-4-thia-2,6-diaza-bicyclo[3.2.0]hept-2-en-6-yl)-but-2-enoic acid methyl ester

: 147162-33-2
2-((1R,5R)-7-Oxo-3-phenoxymethyl-4-thia-2,6-diaza-bicyclo[3.2.0]hept-2-en-6-yl)-malonic acid dimethyl ester

Guidance literature:: Multi-step reaction with 2 steps

1: 78 percent / potassium permanganate; magnesium sulfate / H₂O; ethanol

2: 50 percent / benzyltrimethylammonium hydroxide / dimethylformamide; methanol / -55 - 20 °C

With potassium permanganate; N-benzyl-trimethylammonium hydroxide; magnesium sulfate; In methanol; ethanol; water; N,N-dimethyl-formamide;
DOI:10.1139/v01-100

Reference yield:

: 10209-03-7
methyl 6β-phenoxyacetamidopenicillanate-1β-sulfoxide

: 147162-33-2
2-((1R,5R)-7-Oxo-3-phenoxymethyl-4-thia-2,6-diaza-bicyclo[3.2.0]hept-2-en-6-yl)-malonic acid dimethyl ester

Guidance literature:: Multi-step reaction with 4 steps

1: 87 percent / trimethyl phosphite; magnesium sulfate / benzene / Heating

2: 62 percent / triethylamine / CH₂Cl₂ / 3 h

3: 78 percent / potassium permanganate; magnesium sulfate / H₂O; ethanol

4: 50 percent / benzyltrimethylammonium hydroxide / dimethylformamide; methanol / -55 - 20 °C

With potassium permanganate; N-benzyl-trimethylammonium hydroxide; magnesium sulfate; triethylamine; phosphorous acid trimethyl ester; In methanol; ethanol; dichloromethane; water; N,N-dimethyl-formamide; benzene;
DOI:10.1139/v01-100