diethyl 2-amino-2-(2-(ethoxycarbonyl)-5-methoxy-3-(tosyloxy)benzyl)malonate

Base Information

Chemical Name:diethyl 2-amino-2-(2-(ethoxycarbonyl)-5-methoxy-3-(tosyloxy)benzyl)malonate
CAS No.:1384515-53-0
Molecular Formula:C₂₅H₃₁NO₁₀S
Molecular Weight:537.588
Hs Code.:

Synonyms:diethyl 2-amino-2-(2-(ethoxycarbonyl)-5-methoxy-3-(tosyloxy)benzyl)malonate

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Chemical Property of diethyl 2-amino-2-(2-(ethoxycarbonyl)-5-methoxy-3-(tosyloxy)benzyl)malonate

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Technology Process of diethyl 2-amino-2-(2-(ethoxycarbonyl)-5-methoxy-3-(tosyloxy)benzyl)malonate

There total 8 articles about diethyl 2-amino-2-(2-(ethoxycarbonyl)-5-methoxy-3-(tosyloxy)benzyl)malonate 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: 43.0%

: 1384515-52-9
diethyl 2-azido-2-(2-(ethoxycarbonyl)-5-methoxy-3-(tosyloxy)benzyl)malonate

: 1384515-57-4
diethyl 2-(2-(ethoxycarbonyl)-5-methoxy-3-(tosyloxy)benzyl)malonate

: 1384515-53-0
diethyl 2-amino-2-(2-(ethoxycarbonyl)-5-methoxy-3-(tosyloxy)benzyl)malonate

Guidance literature:: With palladium 10% on activated carbon; hydrogen; In methanol; at 20 ℃; for 4h; under 1520.1 Torr;
DOI:10.1016/j.tetlet.2012.05.060

Reference yield:

: 1384515-57-4
diethyl 2-(2-(ethoxycarbonyl)-5-methoxy-3-(tosyloxy)benzyl)malonate

: 1384515-53-0
diethyl 2-amino-2-(2-(ethoxycarbonyl)-5-methoxy-3-(tosyloxy)benzyl)malonate

Guidance literature:: Multi-step reaction with 3 steps

1: N-Bromosuccinimide; sodium hydride / tetrahydrofuran; mineral oil / 3.17 h / 0 - 20 °C

2: sodium azide / N,N-dimethyl-formamide / 20 °C

3: palladium 10% on activated carbon; hydrogen / methanol / 4 h / 20 °C / 1520.1 Torr

With N-Bromosuccinimide; sodium azide; palladium 10% on activated carbon; hydrogen; sodium hydride; In tetrahydrofuran; methanol; N,N-dimethyl-formamide; mineral oil;
DOI:10.1016/j.tetlet.2012.05.060

Reference yield:

: 63559-15-9
(5,5-dimethylcyclohexa-1,3-diene-1,3-diyl)bis(oxy)bis(trimethylsilane)

: 1384515-53-0
diethyl 2-amino-2-(2-(ethoxycarbonyl)-5-methoxy-3-(tosyloxy)benzyl)malonate

Guidance literature:: Multi-step reaction with 7 steps

1.1: 15 h / 120 °C / Inert atmosphere; Neat (no solvent)

2.1: potassium carbonate / acetone / 5 h / 20 °C

3.1: potassium carbonate / acetone / 5 h / 20 °C

4.1: sodium hydride / N,N-dimethyl-formamide; mineral oil / 20 °C

4.2: 2.5 h / 20 °C

5.1: N-Bromosuccinimide; sodium hydride / tetrahydrofuran; mineral oil / 3.17 h / 0 - 20 °C

6.1: sodium azide / N,N-dimethyl-formamide / 20 °C

7.1: palladium 10% on activated carbon; hydrogen / methanol / 4 h / 20 °C / 1520.1 Torr

With N-Bromosuccinimide; sodium azide; palladium 10% on activated carbon; hydrogen; sodium hydride; potassium carbonate; In tetrahydrofuran; methanol; N,N-dimethyl-formamide; acetone; mineral oil;
DOI:10.1016/j.tetlet.2012.05.060