1-(tert-butoxycarbonyl)-2-phenyl-1H-indole-3-carboxylic acid

Base Information

• Chemical Name: 1-(tert-butoxycarbonyl)-2-phenyl-1H-indole-3-carboxylic acid
• CAS No.: 1428443-74-6
• Molecular Formula: C₂₀H₁₉NO₄
• Molecular Weight: 337.375
• Mol file: 1428443-74-6.mol

Synonyms:1-(tert-butoxycarbonyl)-2-phenyl-1H-indole-3-carboxylic acid

Chemical Property of 1-(tert-butoxycarbonyl)-2-phenyl-1H-indole-3-carboxylic acid

Chemical Property:

Purity/Quality:

Safty Information:

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MSDS Files:

Useful:

Technology Process of 1-(tert-butoxycarbonyl)-2-phenyl-1H-indole-3-carboxylic acid

There total 5 articles about 1-(tert-butoxycarbonyl)-2-phenyl-1H-indole-3-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: 90.0%

tert-butyl 3-formyl-2-phenyl-1H-indole-1-carboxylate (193810-67-2) → 1-(tert-butoxycarbonyl)-2-phenyl-1H-indole-3-carboxylic acid (1428443-74-6)

Guidance literature:

With sodium chlorite; sodium dihydrogenphosphate; In 1,4-dioxane; water; at 23 ℃; for 3h; Inert atmosphere;

DOI:10.1021/acs.jmedchem.9b00252

Reference yield: 10.0%

carbon dioxide (124-38-9,18923-20-1) + tert-butyl 2-phenyl-1H-indole-1-carboxylate (138343-89-2) → 1-(tert-butoxycarbonyl)-2-phenyl-1H-indole-3-carboxylic acid (1428443-74-6)

Guidance literature:

With 2,3,6,7-tetramethoxy-9(10H)-anthracenone; caesium carbonate; In dimethyl sulfoxide; at 25 ℃; for 18h; under 2280.15 Torr; regioselective reaction; Irradiation; Sealed tube;

DOI:10.1016/j.chempr.2020.08.022

Reference yield:

di-tert-butyl dicarbonate (24424-99-5) → 1-(tert-butoxycarbonyl)-2-phenyl-1H-indole-3-carboxylic acid (1428443-74-6)

Guidance literature:

Multi-step reaction with 2 steps

1: pyridine / 2.25 h / Inert atmosphere

2: sodium dihydrogenphosphate; aminosulfonic acid; sodium chlorite / tetrahydrofuran; water / 4 h / 0 °C

With pyridine; sodium chlorite; sodium dihydrogenphosphate; aminosulfonic acid; In tetrahydrofuran; water;

DOI:10.1039/c2ra21902f

upstream raw materials:

2-phenyl-1H-indol-3-carboxaldehyde

tert-butyl 3-formyl-2-phenyl-1H-indole-1-carboxylate

di-tert-butyl dicarbonate

2-phenyl-indole

Downstream raw materials:

2-(N-methyl-2-phenyl-1H-indole-3-carboxamido)acetic acid

N-methyl-N-(2-morpholino-2-oxoethyl)-2-phenyl-1H-indole-3-carboxamide

tert-butyl-3-((2-methoxy-2-oxoethyl)(methyl)carbamoyl)-2-phenyl-1H-indole-1-carboxylate