methyl 2-methylsulfonyl-5-[N-methyl-N-(4-nitrobenzyloxycarbonyl)]aminophenylacetate

Base Information

Chemical Name:methyl 2-methylsulfonyl-5-[N-methyl-N-(4-nitrobenzyloxycarbonyl)]aminophenylacetate
CAS No.:287119-96-4
Molecular Formula:C₁₉H₂₀N₂O₈S
Molecular Weight:436.442
Hs Code.:

Synonyms:methyl 2-methylsulfonyl-5-[N-methyl-N-(4-nitrobenzyloxycarbonyl)]aminophenylacetate

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Chemical Property of methyl 2-methylsulfonyl-5-[N-methyl-N-(4-nitrobenzyloxycarbonyl)]aminophenylacetate

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Technology Process of methyl 2-methylsulfonyl-5-[N-methyl-N-(4-nitrobenzyloxycarbonyl)]aminophenylacetate

There total 11 articles about methyl 2-methylsulfonyl-5-[N-methyl-N-(4-nitrobenzyloxycarbonyl)]aminophenylacetate 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: 45.0%

: 287119-92-0
methyl 2-methylsulfonyl-5-(N-methylamino)phenylacetate

: 4457-32-3
4-nitrobenzyl chloroformate

: 287119-96-4
methyl 2-methylsulfonyl-5-[N-methyl-N-(4-nitrobenzyloxycarbonyl)]aminophenylacetate

Guidance literature:: In tetrahydrofuran; at 20 ℃;
DOI:10.1039/b000135j

Reference yield:

: 51794-07-1
2-hydroxy-5-nitrophenylacetic acid

: 287119-96-4
methyl 2-methylsulfonyl-5-[N-methyl-N-(4-nitrobenzyloxycarbonyl)]aminophenylacetate

Guidance literature:: Multi-step reaction with 10 steps

1: 89 percent / conc. H₂SO₄ / 16 h / Heating

2: 82 percent / Et₃N / CH₂Cl₂ / 16 h / 20 °C

3: 88 percent / 1,2-dichloro-benzene / 3 h / 180 °C

4: KOH; H₂O / methanol / 2 h / Heating

5: 0.81 g / 1 h / 20 °C

6: 96 percent / MCPBA / CH₂Cl₂ / 2 h / 20 °C

7: H₂ / Pd/C / ethanol / 3102.97 Torr

8: tetrahydrofuran / -20 °C

9: BH₃*DMS / tetrahydrofuran / 20 °C

10: 45 percent / tetrahydrofuran / 20 °C

With potassium hydroxide; dimethylsulfide borane complex; sulfuric acid; water; hydrogen; triethylamine; 3-chloro-benzenecarboperoxoic acid; palladium on activated charcoal; In tetrahydrofuran; methanol; ethanol; dichloromethane; 1,2-dichloro-benzene; 1: Esterification / 2: Substitution / 3: Rearrangement / 4: Hydrolysis / 5: Methylation / 6: Oxidation / 7: Reduction / 8: Formylation / 9: Reduction / 10: Acylation;
DOI:10.1039/b000135j

Reference yield:

: 155388-58-2
2-hydroxy-5-nitrophenylacetic acid methyl ester

: 287119-96-4
methyl 2-methylsulfonyl-5-[N-methyl-N-(4-nitrobenzyloxycarbonyl)]aminophenylacetate

Guidance literature:: Multi-step reaction with 9 steps

1: 82 percent / Et₃N / CH₂Cl₂ / 16 h / 20 °C

2: 88 percent / 1,2-dichloro-benzene / 3 h / 180 °C

3: KOH; H₂O / methanol / 2 h / Heating

4: 0.81 g / 1 h / 20 °C

5: 96 percent / MCPBA / CH₂Cl₂ / 2 h / 20 °C

6: H₂ / Pd/C / ethanol / 3102.97 Torr

7: tetrahydrofuran / -20 °C

8: BH₃*DMS / tetrahydrofuran / 20 °C

9: 45 percent / tetrahydrofuran / 20 °C

With potassium hydroxide; dimethylsulfide borane complex; water; hydrogen; triethylamine; 3-chloro-benzenecarboperoxoic acid; palladium on activated charcoal; In tetrahydrofuran; methanol; ethanol; dichloromethane; 1,2-dichloro-benzene; 1: Substitution / 2: Rearrangement / 3: Hydrolysis / 4: Methylation / 5: Oxidation / 6: Reduction / 7: Formylation / 8: Reduction / 9: Acylation;
DOI:10.1039/b000135j