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

Base Information

Chemical Name:p-nitrobenzyl (5R) 6S-methoxy-2-methyl-6-phenoxyacetamidopenem-3-carboxylate
CAS No.:84161-72-8
Molecular Formula:C₂₃H₂₁N₃O₈S
Molecular Weight:499.501
Hs Code.:

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

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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

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

There total 11 articles about p-nitrobenzyl (5R) 6S-methoxy-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: 55.0%

: 84161-73-9
p-nitrobenzyl (4R-acetylthio-3S-methoxy-3-phenoxyacetamido-2-azetidinon-1-yl)triphenylphosphoranylidene acetate

: 84161-72-8
p-nitrobenzyl (5R) 6S-methoxy-2-methyl-6-phenoxyacetamidopenem-3-carboxylate

Guidance literature:: In toluene; at 98 ℃; for 24h;
DOI:10.1139/v88-225

Reference yield:

: 41625-65-4
4-nitrobenzyl(2S,4S,5R,6R)-3,3-dimethyl-7-oxo-6-phenoxyacetamido-1-aza-4-thiabicyclo<3.2.0>heptane-2-carboxylate 4-oxide

: 84161-72-8
p-nitrobenzyl (5R) 6S-methoxy-2-methyl-6-phenoxyacetamidopenem-3-carboxylate

Guidance literature:: Multi-step reaction with 7 steps

1: 1.)tert-butyl hypochlorite / 1.)CH₂Cl₂, -30 deg C, 2.)CH₂Cl₂, methanol, -30 deg C, 1 h

2: 1.)trimethyl phosphite 2.)triethylamine / 1.)toluene, 96 deg C, 24 h 2.)ethyl acetate, 3 h

3: 97 percent / ozone / CH₂Cl₂; methanol / -20 °C

4: B₂H₆ / tetrahydrofuran / 1 h / 0 - 5 °C

5: 34 percent / thionyl chloride, pyridine / tetrahydrofuran / 0.25 h / -27 °C

6: 36 percent / 2,6-lutidine / tetrahydrofuran / 48 h / 53 °C

7: 55 percent / toluene / 24 h / 98 °C

With pyridine; 2,6-dimethylpyridine; thionyl chloride; tert-butylhypochlorite; ozone; triethylamine; diborane; phosphorous acid trimethyl ester; In tetrahydrofuran; methanol; dichloromethane; toluene;
DOI:10.1139/v88-225

Reference yield:

: 41625-70-1
p-nitrobenzyl 6α-methoxy-6β-phenoxyacetamidopenicillanate-1β-oxide

: 84161-72-8
p-nitrobenzyl (5R) 6S-methoxy-2-methyl-6-phenoxyacetamidopenem-3-carboxylate

Guidance literature:: Multi-step reaction with 6 steps

1: 1.)trimethyl phosphite 2.)triethylamine / 1.)toluene, 96 deg C, 24 h 2.)ethyl acetate, 3 h

2: 97 percent / ozone / CH₂Cl₂; methanol / -20 °C

3: B₂H₆ / tetrahydrofuran / 1 h / 0 - 5 °C

4: 34 percent / thionyl chloride, pyridine / tetrahydrofuran / 0.25 h / -27 °C

5: 36 percent / 2,6-lutidine / tetrahydrofuran / 48 h / 53 °C

6: 55 percent / toluene / 24 h / 98 °C

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