allyl 3-benzyl-5-methoxy-1-methyl-2-oxoindoline-3-carboxylate

Base Information

• Chemical Name: allyl 3-benzyl-5-methoxy-1-methyl-2-oxoindoline-3-carboxylate
• CAS No.: 1410940-69-0
• Molecular Formula: C₂₁H₂₁NO₄
• Molecular Weight: 351.402
• Mol file: 1410940-69-0.mol

Synonyms:allyl 3-benzyl-5-methoxy-1-methyl-2-oxoindoline-3-carboxylate

Chemical Property of allyl 3-benzyl-5-methoxy-1-methyl-2-oxoindoline-3-carboxylate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
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MSDS Files:

Useful:

Technology Process of allyl 3-benzyl-5-methoxy-1-methyl-2-oxoindoline-3-carboxylate

There total 4 articles about allyl 3-benzyl-5-methoxy-1-methyl-2-oxoindoline-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: 42.0%

(±)-allyl 2-benzyl-3-((4-methoxyphenyl)(methyl)amino)-3-oxopropanoate → allyl 3-benzyl-5-methoxy-1-methyl-2-oxoindoline-3-carboxylate (1410940-69-0)

Guidance literature:

With iodine; 1,8-diazabicyclo[5.4.0]undec-7-ene; In dimethyl sulfoxide; Reagent/catalyst;

DOI:10.3762/bjoc.12.111

Reference yield:

monoallyl malonate (113240-46-3) → allyl 3-benzyl-5-methoxy-1-methyl-2-oxoindoline-3-carboxylate (1410940-69-0)

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 / dimethyl sulfoxide / 20 - 110 °C / Inert atmosphere

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

DOI:10.1021/ol302767w

Reference yield:

allyl 3-((4-methoxyphenyl)(methyl)amino)-3-oxopropanoate (1410940-46-3) → allyl 3-benzyl-5-methoxy-1-methyl-2-oxoindoline-3-carboxylate (1410940-69-0)

Guidance literature:

Multi-step reaction with 2 steps

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

2: potassium tert-butylate; iodine / dimethyl sulfoxide / 20 - 110 °C / Inert atmosphere

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

DOI:10.1021/ol302767w

upstream raw materials:

monoallyl malonate

allyl 3-((4-methoxyphenyl)(methyl)amino)-3-oxopropanoate

iodomethylbenzene