1-(2-nitrobenzenesulfonylamino)-1,2,3,4-tetrahydronaphthalene-2-carboxylic acid

Base Information

• Chemical Name: 1-(2-nitrobenzenesulfonylamino)-1,2,3,4-tetrahydronaphthalene-2-carboxylic acid
• CAS No.: 1403502-80-6
• Molecular Formula: C₁₇H₁₆N₂O₆S
• Molecular Weight: 376.39

Synonyms:1-(2-nitrobenzenesulfonylamino)-1,2,3,4-tetrahydronaphthalene-2-carboxylic acid

Chemical Property of 1-(2-nitrobenzenesulfonylamino)-1,2,3,4-tetrahydronaphthalene-2-carboxylic acid

Chemical Property:

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Technology Process of 1-(2-nitrobenzenesulfonylamino)-1,2,3,4-tetrahydronaphthalene-2-carboxylic acid

There total 2 articles about 1-(2-nitrobenzenesulfonylamino)-1,2,3,4-tetrahydronaphthalene-2-carboxylic acid 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: 100.0%

C17H16N2O5S (1403502-79-3) → 1-(2-nitrobenzenesulfonylamino)-1,2,3,4-tetrahydronaphthalene-2-carboxylic acid (1403502-80-6)

Guidance literature:

With sodium chlorite; sodium dihydrogenphosphate dihydrate; 2-methyl-but-2-ene; In water; tert-butyl alcohol; at 20 ℃; for 1.5h; Inert atmosphere;

DOI:10.1002/anie.201204484

Reference yield:

(E)-2-(p-toluenesulfonyl)-2,3,6,7-tetrahydro-1H-benzo[c]azonine → 1-(2-nitrobenzenesulfonylamino)-1,2,3,4-tetrahydronaphthalene-2-carboxylic acid (1403502-80-6)

Guidance literature:

Multi-step reaction with 5 steps

1.1: n-butyllithium / tetrahydrofuran; hexane / 1.25 h / -78 - -20 °C / Inert atmosphere

2.1: naphthalene; lithium / tetrahydrofuran / 0.5 h / -78 - -10 °C / Inert atmosphere

3.1: dmap; triethylamine / dichloromethane / 0 - 20 °C / Inert atmosphere

4.1: ozone / methanol; dichloromethane / 0.33 h / -78 °C / Inert atmosphere

4.2: 0.83 h / -78 - 0 °C / Inert atmosphere

5.1: sodium chlorite; sodium dihydrogenphosphate dihydrate; 2-methyl-but-2-ene / water; tert-butyl alcohol / 1.5 h / 20 °C / Inert atmosphere

With dmap; sodium chlorite; n-butyllithium; sodium dihydrogenphosphate dihydrate; 2-methyl-but-2-ene; naphthalene; lithium; ozone; triethylamine; In tetrahydrofuran; methanol; hexane; dichloromethane; water; tert-butyl alcohol; 1.1: |[2,3]-Wittig Rearrangement;

DOI:10.1002/anie.201204484

Reference yield: 41.0%

ethyl 1-[2-amino-3-(4-fluorophenyl)propanoyl]-4-cyclohexylpiperidine-4-carboxylate (764640-58-6) + 1-(2-nitrobenzenesulfonylamino)-1,2,3,4-tetrahydronaphthalene-2-carboxylic acid (1403502-80-6) → C40H47FN4O8S (1403502-87-3)

Guidance literature:

1-(2-nitrobenzenesulfonylamino)-1,2,3,4-tetrahydronaphthalene-2-carboxylic acid; With 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In dichloromethane; at 0 - 20 ℃; Inert atmosphere;

ethyl 1-[2-amino-3-(4-fluorophenyl)propanoyl]-4-cyclohexylpiperidine-4-carboxylate; With dmap; In dichloromethane; at 0 ℃; for 6h; Inert atmosphere;

DOI:10.1002/anie.201204484

upstream raw materials:

C₁₇H₁₆N₂O₅S

Downstream raw materials:

C₄₀H₄₇FN₄O₈S

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