2-(S)-(2-acetoxymethyl-4-amino-3-methyl-benzyl)-succinic acid diethyl ester

Base Information

Chemical Name:2-(S)-(2-acetoxymethyl-4-amino-3-methyl-benzyl)-succinic acid diethyl ester
CAS No.:885608-07-1
Molecular Formula:C₁₉H₂₇NO₆
Molecular Weight:365.426
Hs Code.:

Synonyms:2-(S)-(2-acetoxymethyl-4-amino-3-methyl-benzyl)-succinic acid diethyl ester

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Chemical Property of 2-(S)-(2-acetoxymethyl-4-amino-3-methyl-benzyl)-succinic acid diethyl ester

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Technology Process of 2-(S)-(2-acetoxymethyl-4-amino-3-methyl-benzyl)-succinic acid diethyl ester

There total 4 articles about 2-(S)-(2-acetoxymethyl-4-amino-3-methyl-benzyl)-succinic acid diethyl ester 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: 99.0%

: 885608-06-0
2-(S)-(2-acetoxymethyl-4-tert-butoxycarbonylamino-3-methyl-benzyl)-succinic acid diethyl ester

: 885608-07-1
2-(S)-(2-acetoxymethyl-4-amino-3-methyl-benzyl)-succinic acid diethyl ester

Guidance literature:: 2-(S)-(2-acetoxymethyl-4-tert-butoxycarbonylamino-3-methyl-benzyl)-succinic acid diethyl ester; With trifluoroacetic acid; In dichloromethane; at 20 ℃; for 1.5h;

With sodium hydrogencarbonate; In dichloromethane; water;

Reference yield:

: 83647-42-1
3-amino-2-methylbenzyl alcohol

: 885608-07-1
2-(S)-(2-acetoxymethyl-4-amino-3-methyl-benzyl)-succinic acid diethyl ester

Guidance literature:: Multi-step reaction with 5 steps

1.1: urea hydrogen peroxide adduct; iodine / tetrahydrofuran / 1 h / 20 °C / Inert atmosphere

1.2: 15 h / Inert atmosphere; Reflux

2.1: sodium acetate / tetrahydrofuran / 5 h / Inert atmosphere; Reflux

3.1: triethylamine; tetrabutyl-ammonium chloride; palladium diacetate / N,N-dimethyl-formamide / 0.75 h / 100 °C / Inert atmosphere

4.1: hydrogen / 18 h / 20 °C / 3102.97 Torr / Inert atmosphere

5.1: trifluoroacetic acid / dichloromethane / 1.5 h / 20 °C / Inert atmosphere

With tetrabutyl-ammonium chloride; hydrogen; iodine; sodium acetate; palladium diacetate; urea hydrogen peroxide adduct; triethylamine; trifluoroacetic acid; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1016/j.bmcl.2020.127624

Reference yield:

: 885608-62-8
acetic acid 3-tert-butoxycarbonylamino-6-iodo-2-methyl-benzyl ester

: 885608-07-1
2-(S)-(2-acetoxymethyl-4-amino-3-methyl-benzyl)-succinic acid diethyl ester

Guidance literature:: Multi-step reaction with 3 steps

1: triethylamine; tetrabutyl-ammonium chloride; palladium diacetate / N,N-dimethyl-formamide / 0.75 h / 100 °C / Inert atmosphere

2: hydrogen / 18 h / 20 °C / 3102.97 Torr / Inert atmosphere

3: trifluoroacetic acid / dichloromethane / 1.5 h / 20 °C / Inert atmosphere

With tetrabutyl-ammonium chloride; hydrogen; palladium diacetate; triethylamine; trifluoroacetic acid; In dichloromethane; N,N-dimethyl-formamide;
DOI:10.1016/j.bmcl.2020.127624