N-(5-(4-cyanobenzyloxy)-2-(bromoacetyl)aminobenzoyl)-β-alanine ethyl ester

Base Information

Chemical Name:N-(5-(4-cyanobenzyloxy)-2-(bromoacetyl)aminobenzoyl)-β-alanine ethyl ester
CAS No.:167853-87-4
Molecular Formula:C₂₂H₂₂BrN₃O₅
Molecular Weight:488.338
Hs Code.:

Synonyms:N-(5-(4-cyanobenzyloxy)-2-(bromoacetyl)aminobenzoyl)-β-alanine ethyl ester

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Chemical Property of N-(5-(4-cyanobenzyloxy)-2-(bromoacetyl)aminobenzoyl)-β-alanine ethyl ester

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Technology Process of N-(5-(4-cyanobenzyloxy)-2-(bromoacetyl)aminobenzoyl)-β-alanine ethyl ester

There total 8 articles about N-(5-(4-cyanobenzyloxy)-2-(bromoacetyl)aminobenzoyl)-β-alanine ethyl 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: 98.0%

: 598-21-0
2-Bromoacetyl bromide

: 151979-09-8
N-(5-(4-cyanobenzyloxy)-2-aminobenzoyl)-β-alanine ethyl ester

: 167853-87-4
N-(5-(4-cyanobenzyloxy)-2-(bromoacetyl)aminobenzoyl)-β-alanine ethyl ester

Guidance literature:: In dichloromethane; water; at 0 ℃; for 0.666667h;
DOI:10.1016/S0968-0896(98)80013-8

Reference yield:

: 42454-06-8
2-nitro-5-hydroxybenzaldehyde

: 167853-87-4
N-(5-(4-cyanobenzyloxy)-2-(bromoacetyl)aminobenzoyl)-β-alanine ethyl ester

Guidance literature:: Multi-step reaction with 6 steps

1: 175.8 g / potassium carbonate / dimethylformamide / 2.5 h / 50 °C

2: tetrabutylammonium bromide; potassium permanganate / H₂O; pyridine / 20 °C

3: oxalyl chloride / benzene; dimethylformamide / 20 - 65 °C

4: 800 mg / sodium bicarbonate / tetrahydrofuran; H₂O / 18.3 h / 0 - 20 °C

5: 700 mg / tin(II) chloride dihydrate / ethyl acetate; ethanol / 3.5 h / 70 °C

6: 98 percent / CH₂Cl₂; H₂O / 0.67 h / 0 °C

With potassium permanganate; oxalyl dichloride; tetrabutylammomium bromide; sodium hydrogencarbonate; potassium carbonate; tin(ll) chloride; In tetrahydrofuran; pyridine; ethanol; dichloromethane; water; ethyl acetate; N,N-dimethyl-formamide; benzene; 1: Etherification / 2: Oxidation / 3: Substitution / 4: Acylation / 5: Reduction / 6: Acylation;
DOI:10.1016/S0968-0896(98)80013-8

Reference yield:

: 4244-84-2
ethyl β-alaninate hydrochloride

: 167853-87-4
N-(5-(4-cyanobenzyloxy)-2-(bromoacetyl)aminobenzoyl)-β-alanine ethyl ester

Guidance literature:: Multi-step reaction with 3 steps

1: 800 mg / sodium bicarbonate / tetrahydrofuran; H₂O / 18.3 h / 0 - 20 °C

2: 700 mg / tin(II) chloride dihydrate / ethyl acetate; ethanol / 3.5 h / 70 °C

3: 98 percent / CH₂Cl₂; H₂O / 0.67 h / 0 °C

With sodium hydrogencarbonate; tin(ll) chloride; In tetrahydrofuran; ethanol; dichloromethane; water; ethyl acetate; 1: Acylation / 2: Reduction / 3: Acylation;
DOI:10.1016/S0968-0896(98)80013-8