tert-butyl 1-methyl-2-oxo-3-phenethylindoline-3-carboxylate

Base Information

• Chemical Name: tert-butyl 1-methyl-2-oxo-3-phenethylindoline-3-carboxylate
• CAS No.: 1232167-37-1
• Molecular Formula: C₂₂H₂₅NO₃
• Molecular Weight: 351.445
• Mol file: 1232167-37-1.mol

Synonyms:tert-butyl 1-methyl-2-oxo-3-phenethylindoline-3-carboxylate

Chemical Property of tert-butyl 1-methyl-2-oxo-3-phenethylindoline-3-carboxylate

Chemical Property:

Purity/Quality:

Safty Information:

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MSDS Files:

Useful:

Technology Process of tert-butyl 1-methyl-2-oxo-3-phenethylindoline-3-carboxylate

There total 2 articles about tert-butyl 1-methyl-2-oxo-3-phenethylindoline-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: 73.0%

(±)-tert-butyl 2-(methyl(phenyl)carbamoyl)-4-phenylbutanoate (1232167-21-3) → tert-butyl 1-methyl-2-oxo-3-phenethylindoline-3-carboxylate (1232167-37-1)

Guidance literature:

With potassium tert-butylate; copper(II) acetate monohydrate; In N,N-dimethyl-formamide; at 110 ℃; for 1h;

DOI:10.15227/orgsyn.089.0438

Reference yield:

mono-tert-butyl malonate (40052-13-9) → tert-butyl 1-methyl-2-oxo-3-phenethylindoline-3-carboxylate (1232167-37-1)

Guidance literature:

Multi-step reaction with 3 steps

1.1: triethylamine / dichloromethane / 0.08 h / 0 °C / Inert atmosphere

1.2: Inert atmosphere

2.1: potassium tert-butylate / dimethyl sulfoxide / 20 °C / Inert atmosphere

3.1: potassium tert-butylate; iodine / 20 - 110 °C / Inert atmosphere

With potassium tert-butylate; iodine; triethylamine; In dichloromethane; dimethyl sulfoxide;

DOI:10.1021/ol302767w

Reference yield: 93.0%

tert-butyl 1-methyl-2-oxo-3-phenethylindoline-3-carboxylate (1232167-37-1) → 1-methyl-3-phenethylindolin-2-one (1232167-50-8)

Guidance literature:

With methoxybenzene; trifluoroacetic acid; In neat (no solvent); at 20 ℃;

DOI:10.15227/orgsyn.089.0438

upstream raw materials:

(±)-tert-butyl 2-(methyl(phenyl)carbamoyl)-4-phenylbutanoate

mono-tert-butyl malonate

Downstream raw materials:

1-methyl-3-phenethylindolin-2-one