p-nitrobenzyl (5R) 6R-methyl-2-methyl-6-phenoxyacetamidopenem-3-carboxylate

Base Information

Chemical Name:p-nitrobenzyl (5R) 6R-methyl-2-methyl-6-phenoxyacetamidopenem-3-carboxylate
CAS No.:117482-11-8
Molecular Formula:C₂₃H₂₁N₃O₇S
Molecular Weight:483.502
Hs Code.:

Synonyms:p-nitrobenzyl (5R) 6R-methyl-2-methyl-6-phenoxyacetamidopenem-3-carboxylate

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Chemical Property of p-nitrobenzyl (5R) 6R-methyl-2-methyl-6-phenoxyacetamidopenem-3-carboxylate

Chemical Property:

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Technology Process of p-nitrobenzyl (5R) 6R-methyl-2-methyl-6-phenoxyacetamidopenem-3-carboxylate

There total 8 articles about p-nitrobenzyl (5R) 6R-methyl-2-methyl-6-phenoxyacetamidopenem-3-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: 72.0%

: p-nitrobenzyl (4R-acetylthio-3R-methyl-3-phenoxyacetamido-2-azetidinon-1-yl)triphenylphosphoranylidene acetate

: 117482-11-8
p-nitrobenzyl (5R) 6R-methyl-2-methyl-6-phenoxyacetamidopenem-3-carboxylate

Guidance literature:: With hydroquinone; In toluene; at 100 ℃; for 48h;
DOI:10.1139/v88-225

Reference yield:

: 36954-98-0
methyl 6α-methyl-6-phenoxyacetamidopenicillanate

: 117482-11-8
p-nitrobenzyl (5R) 6R-methyl-2-methyl-6-phenoxyacetamidopenem-3-carboxylate

Guidance literature:: Multi-step reaction with 8 steps

1: 82 percent / ozone / acetone; H₂O / 0 - 5 °C

2: 1.)trimethyl phosphite 2.)triethylamine / 1.)85 deg C, 3 h 2.)ethyl acetate, 0-5 deg C, 4h

3: ozone / CH₂Cl₂; methanol / -25 °C

4: 50 percent / water / methanol; ethyl acetate / 18 h / 22 °C

5: triethylamine / CH₂Cl₂ / 1 h / 0 - 5 °C

6: 85 percent / thionyl chloride, pyridine / tetrahydrofuran / 0.25 h / -20 °C

7: 88 percent / 2,6-lutidine / tetrahydrofuran / 66 h / 50 °C

8: 72 percent / hydroquinone / toluene / 48 h / 100 °C

With pyridine; 2,6-dimethylpyridine; thionyl chloride; water; ozone; triethylamine; hydroquinone; phosphorous acid trimethyl ester; In tetrahydrofuran; methanol; dichloromethane; water; ethyl acetate; acetone; toluene;
DOI:10.1139/v88-225

Reference yield:

: 117482-07-2
4R-acetylthio-3R-methyl-3-phenoxyacetamido-2-azetidinone

: 117482-11-8
p-nitrobenzyl (5R) 6R-methyl-2-methyl-6-phenoxyacetamidopenem-3-carboxylate

Guidance literature:: Multi-step reaction with 4 steps

1: triethylamine / CH₂Cl₂ / 1 h / 0 - 5 °C

2: 85 percent / thionyl chloride, pyridine / tetrahydrofuran / 0.25 h / -20 °C

3: 88 percent / 2,6-lutidine / tetrahydrofuran / 66 h / 50 °C

4: 72 percent / hydroquinone / toluene / 48 h / 100 °C

With pyridine; 2,6-dimethylpyridine; thionyl chloride; triethylamine; hydroquinone; In tetrahydrofuran; dichloromethane; toluene;
DOI:10.1139/v88-225