N-[2-(1,3-Dioxo-1,3-dihydro-isoindol-2-yloxy)-ethyl]-N-(4-methoxy-benzyloxy)-acetamide

Base Information

Chemical Name:N-[2-(1,3-Dioxo-1,3-dihydro-isoindol-2-yloxy)-ethyl]-N-(4-methoxy-benzyloxy)-acetamide
CAS No.:182068-57-1
Molecular Formula:C₂₀H₂₀N₂O₆
Molecular Weight:384.389
Hs Code.:

Synonyms:N-[2-(1,3-Dioxo-1,3-dihydro-isoindol-2-yloxy)-ethyl]-N-(4-methoxy-benzyloxy)-acetamide

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Chemical Property of N-[2-(1,3-Dioxo-1,3-dihydro-isoindol-2-yloxy)-ethyl]-N-(4-methoxy-benzyloxy)-acetamide

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Technology Process of N-[2-(1,3-Dioxo-1,3-dihydro-isoindol-2-yloxy)-ethyl]-N-(4-methoxy-benzyloxy)-acetamide

There total 8 articles about N-[2-(1,3-Dioxo-1,3-dihydro-isoindol-2-yloxy)-ethyl]-N-(4-methoxy-benzyloxy)-acetamide 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: 98.0%

: 108-24-7
acetic anhydride

: 2-[2-(4-Methoxy-benzyloxyamino)-ethoxy]-isoindole-1,3-dione; hydrochloride

: 182068-57-1
N-[2-(1,3-Dioxo-1,3-dihydro-isoindol-2-yloxy)-ethyl]-N-(4-methoxy-benzyloxy)-acetamide

Guidance literature:: With triethylamine; In dichloromethane; for 1.5h; 0 deg C - room temperature;
DOI:10.1016/0960-894X(96)00381-2

Reference yield:

: 524-38-9
N-hydroxyphthalimide

: 182068-57-1
N-[2-(1,3-Dioxo-1,3-dihydro-isoindol-2-yloxy)-ethyl]-N-(4-methoxy-benzyloxy)-acetamide

Guidance literature:: Multi-step reaction with 4 steps

1: 70 percent / Ph₃P, diethyl azodicarboxylate / tetrahydrofuran / 4 h / 0 deg C - room temperature

2: 52 percent / NaH / dimethylformamide / 15 h / 0 - 10 °C

3: 85 percent / HCl / ethyl acetate / 10 h / 0 deg C - room temperature

4: 98 percent / Et₃N / CH₂Cl₂ / 1.5 h / 0 deg C - room temperature

With hydrogenchloride; sodium hydride; triethylamine; triphenylphosphine; diethylazodicarboxylate; In tetrahydrofuran; dichloromethane; ethyl acetate; N,N-dimethyl-formamide;
DOI:10.1016/0960-894X(96)00381-2

Reference yield:

: 2014-61-1
N-(4-methoxybenzyloxy)phthalimide

: 182068-57-1
N-[2-(1,3-Dioxo-1,3-dihydro-isoindol-2-yloxy)-ethyl]-N-(4-methoxy-benzyloxy)-acetamide

Guidance literature:: Multi-step reaction with 5 steps

1: 1.)H₂NNH₂*H₂O, 2.) HCl / 1.) MeOH, room temperature, 10 h, 2.) MeOH, room temperature, 1 h

2: 95 percent / Et₃N / tetrahydrofuran; H₂O / 1.5 h / Ambient temperature

3: 52 percent / NaH / dimethylformamide / 15 h / 0 - 10 °C

4: 85 percent / HCl / ethyl acetate / 10 h / 0 deg C - room temperature

5: 98 percent / Et₃N / CH₂Cl₂ / 1.5 h / 0 deg C - room temperature

With hydrogenchloride; sodium hydride; hydrazine hydrate; triethylamine; In tetrahydrofuran; dichloromethane; water; ethyl acetate; N,N-dimethyl-formamide;
DOI:10.1016/0960-894X(96)00381-2