Methyl-6-(benzyloxy)-5-(N-hydroxyacetamido)-7-methoxyindol-2-carboxylat

Base Information

• Chemical Name: Methyl-6-(benzyloxy)-5-(N-hydroxyacetamido)-7-methoxyindol-2-carboxylat
• CAS No.: 127027-84-3
• Molecular Formula: C₂₀H₂₀N₂O₆
• Molecular Weight: 384.389
• Mol file: 127027-84-3.mol

Synonyms:Methyl-6-(benzyloxy)-5-(N-hydroxyacetamido)-7-methoxyindol-2-carboxylat

Chemical Property of Methyl-6-(benzyloxy)-5-(N-hydroxyacetamido)-7-methoxyindol-2-carboxylat

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of Methyl-6-(benzyloxy)-5-(N-hydroxyacetamido)-7-methoxyindol-2-carboxylat

There total 4 articles about Methyl-6-(benzyloxy)-5-(N-hydroxyacetamido)-7-methoxyindol-2-carboxylat 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:

Methyl-6-(benzyloxy)-2,3-dihydro-7-methoxyindol-2-carboxylat (127027-75-2) → Methyl-6-(benzyloxy)-5-(N-hydroxyacetamido)-7-methoxyindol-2-carboxylat (127027-84-3)

Guidance literature:

Multi-step reaction with 4 steps

1: 64 percent / Et₃N / acetonitrile / 8 h / 60 °C

2: 1.) 100 percent HNO₃, Ac₂O, 2.) Et₃N / 1.) room temperature, 1 h, 2.) MeCN, 8 h, room temperature

3: hydrogen, conc. NH₄OH, DMSO / 5 percent Pd/C / tetrahydrofuran / 2.75 h / 15 °C

4: NaHCO₃ / H₂O; tetrahydrofuran / 2 h / 5 °C

With ammonium hydroxide; hydrogen; nitric acid; acetic anhydride; sodium hydrogencarbonate; dimethyl sulfoxide; triethylamine; palladium on activated charcoal; In tetrahydrofuran; water; acetonitrile;

DOI:10.1002/hlca.19890720717

Reference yield:

Methyl-6-(benzyloxy)-7-methoxy-5-nitroindol-2-carboxylat (127027-80-9) → Methyl-6-(benzyloxy)-5-(N-hydroxyacetamido)-7-methoxyindol-2-carboxylat (127027-84-3)

Guidance literature:

Multi-step reaction with 2 steps

1: hydrogen, conc. NH₄OH, DMSO / 5 percent Pd/C / tetrahydrofuran / 2.75 h / 15 °C

2: NaHCO₃ / H₂O; tetrahydrofuran / 2 h / 5 °C

With ammonium hydroxide; hydrogen; sodium hydrogencarbonate; dimethyl sulfoxide; palladium on activated charcoal; In tetrahydrofuran; water;

DOI:10.1002/hlca.19890720717

Reference yield:

Methyl-6-(benzyloxy)-2,3-dihydro-7-methoxy-1-(p-toluolsulfonyl)indol-2-carboxylat (127027-79-6) → Methyl-6-(benzyloxy)-5-(N-hydroxyacetamido)-7-methoxyindol-2-carboxylat (127027-84-3)

Guidance literature:

Multi-step reaction with 3 steps

1: 1.) 100 percent HNO₃, Ac₂O, 2.) Et₃N / 1.) room temperature, 1 h, 2.) MeCN, 8 h, room temperature

2: hydrogen, conc. NH₄OH, DMSO / 5 percent Pd/C / tetrahydrofuran / 2.75 h / 15 °C

3: NaHCO₃ / H₂O; tetrahydrofuran / 2 h / 5 °C

With ammonium hydroxide; hydrogen; nitric acid; acetic anhydride; sodium hydrogencarbonate; dimethyl sulfoxide; triethylamine; palladium on activated charcoal; In tetrahydrofuran; water;

DOI:10.1002/hlca.19890720717

upstream raw materials:

acetyl chloride

Methyl-6-(benzyloxy)-2,3-dihydro-7-methoxyindol-2-carboxylat

Methyl-6-(benzyloxy)-7-methoxy-5-nitroindol-2-carboxylat

Methyl-6-(benzyloxy)-2,3-dihydro-7-methoxy-1-(p-toluolsulfonyl)indol-2-carboxylat

Downstream raw materials:

Methyl-6-acetyl-5-(benzyloxy)-4-methoxypyrrolo<3,2-e>indol-2-carboxylat