4-methoxybenzyl-(S)-2-(ethoxycarbonyl)-6-(1,3-dioxoisoindolin-2-yl)hexan-2-ylcarbamate

Base Information

Chemical Name:4-methoxybenzyl-(S)-2-(ethoxycarbonyl)-6-(1,3-dioxoisoindolin-2-yl)hexan-2-ylcarbamate
CAS No.:1453179-28-6
Molecular Formula:C₂₆H₃₀N₂O₇
Molecular Weight:482.533
Hs Code.:

Synonyms:4-methoxybenzyl-(S)-2-(ethoxycarbonyl)-6-(1,3-dioxoisoindolin-2-yl)hexan-2-ylcarbamate

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Chemical Property of 4-methoxybenzyl-(S)-2-(ethoxycarbonyl)-6-(1,3-dioxoisoindolin-2-yl)hexan-2-ylcarbamate

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Technology Process of 4-methoxybenzyl-(S)-2-(ethoxycarbonyl)-6-(1,3-dioxoisoindolin-2-yl)hexan-2-ylcarbamate

There total 3 articles about 4-methoxybenzyl-(S)-2-(ethoxycarbonyl)-6-(1,3-dioxoisoindolin-2-yl)hexan-2-ylcarbamate 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: 83.0%

: 1453179-18-4
(R)-2-(N-butylphthalimido)-3-ethoxy-2-methyl-3-oxopropanoic acid

: 105-13-5
4-Methoxybenzyl alcohol

: 1453179-28-6
4-methoxybenzyl-(S)-2-(ethoxycarbonyl)-6-(1,3-dioxoisoindolin-2-yl)hexan-2-ylcarbamate

Guidance literature:: (R)-2-(N-butylphthalimido)-3-ethoxy-2-methyl-3-oxopropanoic acid; With diphenyl phosphoryl azide; triethylamine; In 1,2-dichloro-ethane; at 20 ℃; for 3.5h; Inert atmosphere; Reflux;

4-Methoxybenzyl alcohol; In 1,2-dichloro-ethane; for 12h; Reflux; Inert atmosphere;
DOI:10.1039/c3ob41282b

Reference yield:

: 5394-18-3
2-(4-bromobutyl)isoindoline-1,3-dione

: 1453179-28-6
4-methoxybenzyl-(S)-2-(ethoxycarbonyl)-6-(1,3-dioxoisoindolin-2-yl)hexan-2-ylcarbamate

Guidance literature:: Multi-step reaction with 3 steps

1.1: sodium hydride / mineral oil; tetrahydrofuran / 1.5 h / 0 - 20 °C

1.2: 12 h / Reflux

2.1: pig liver esterase / aq. phosphate buffer; ethanol / pH 7.4 / Enzymatic reaction

3.1: triethylamine; diphenyl phosphoryl azide / 1,2-dichloro-ethane / 3.5 h / 20 °C / Inert atmosphere; Reflux

3.2: 12 h / Reflux; Inert atmosphere

With pig liver esterase; diphenyl phosphoryl azide; sodium hydride; triethylamine; In tetrahydrofuran; aq. phosphate buffer; ethanol; 1,2-dichloro-ethane; mineral oil; 3.2: |Curtius Rearrangement;
DOI:10.1039/c3ob41282b

Reference yield:

: 17377-68-3
Diethyl 2-(N-butylphthalimido)-2-methylmalonate

: 1453179-28-6
4-methoxybenzyl-(S)-2-(ethoxycarbonyl)-6-(1,3-dioxoisoindolin-2-yl)hexan-2-ylcarbamate

Guidance literature:: Multi-step reaction with 2 steps

1.1: pig liver esterase / aq. phosphate buffer; ethanol / pH 7.4 / Enzymatic reaction

2.1: triethylamine; diphenyl phosphoryl azide / 1,2-dichloro-ethane / 3.5 h / 20 °C / Inert atmosphere; Reflux

2.2: 12 h / Reflux; Inert atmosphere

With pig liver esterase; diphenyl phosphoryl azide; triethylamine; In aq. phosphate buffer; ethanol; 1,2-dichloro-ethane; 2.2: |Curtius Rearrangement;
DOI:10.1039/c3ob41282b