(S,E)-N-(3-methyl-1-(1-methyl-2-(2-phenylethylidene)hydrazinyl)-1-oxobutan-2-yl)-2,3-dihydrobenzo[b][1,4]dioxine-6-carboxamide

Base Information

Chemical Name:(S,E)-N-(3-methyl-1-(1-methyl-2-(2-phenylethylidene)hydrazinyl)-1-oxobutan-2-yl)-2,3-dihydrobenzo[b][1,4]dioxine-6-carboxamide
CAS No.:1391931-94-4
Molecular Formula:C₂₃H₂₇N₃O₄
Molecular Weight:409.485
Hs Code.:

Synonyms:(S,E)-N-(3-methyl-1-(1-methyl-2-(2-phenylethylidene)hydrazinyl)-1-oxobutan-2-yl)-2,3-dihydrobenzo[b][1,4]dioxine-6-carboxamide

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Chemical Property of (S,E)-N-(3-methyl-1-(1-methyl-2-(2-phenylethylidene)hydrazinyl)-1-oxobutan-2-yl)-2,3-dihydrobenzo[b][1,4]dioxine-6-carboxamide

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Technology Process of (S,E)-N-(3-methyl-1-(1-methyl-2-(2-phenylethylidene)hydrazinyl)-1-oxobutan-2-yl)-2,3-dihydrobenzo[b][1,4]dioxine-6-carboxamide

There total 5 articles about (S,E)-N-(3-methyl-1-(1-methyl-2-(2-phenylethylidene)hydrazinyl)-1-oxobutan-2-yl)-2,3-dihydrobenzo[b][1,4]dioxine-6-carboxamide 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: 84.0%

: 1391931-85-3
(S)-N-(3-methyl-1-(1-methylhydrazinyl)-1-oxobutan-2-yl)-2,3-dihydrobenzo[b][1,4]dioxine-6-carboxamide

: 122-78-1
phenylacetaldehyde

: 1391931-94-4
(S,E)-N-(3-methyl-1-(1-methyl-2-(2-phenylethylidene)hydrazinyl)-1-oxobutan-2-yl)-2,3-dihydrobenzo[b][1,4]dioxine-6-carboxamide

Guidance literature:: With magnesium sulfate; In tetrahydrofuran; at 25 ℃; for 16h; Inert atmosphere;
DOI:10.1002/chem.201103322

Reference yield:

: 13734-41-3
t-Boc-L-valine

: 1391931-94-4
(S,E)-N-(3-methyl-1-(1-methyl-2-(2-phenylethylidene)hydrazinyl)-1-oxobutan-2-yl)-2,3-dihydrobenzo[b][1,4]dioxine-6-carboxamide

Guidance literature:: Multi-step reaction with 6 steps

1.1: caesium carbonate / N,N-dimethyl-formamide / 0.5 h / 0 °C / Inert atmosphere

1.2: 12 h / Inert atmosphere

2.1: hydrogenchloride / tetrahydrofuran; 1,4-dioxane / 12 h / 0 °C / Inert atmosphere

3.1: benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 18 h / 0 - 25 °C / Inert atmosphere

4.1: palladium 10% on activated carbon; hydrogen; acetic acid / ethanol / 2585.81 Torr

5.1: 4-methyl-morpholine; isobutyl chloroformate / tetrahydrofuran / 1 h / -25 °C / Inert atmosphere

5.2: 24 h / -25 - 25 °C

6.1: magnesium sulfate / tetrahydrofuran / 16 h / 25 °C / Inert atmosphere

With 4-methyl-morpholine; hydrogenchloride; palladium 10% on activated carbon; hydrogen; magnesium sulfate; benzotriazol-1-ol; caesium carbonate; acetic acid; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine; isobutyl chloroformate; In tetrahydrofuran; 1,4-dioxane; ethanol; N,N-dimethyl-formamide;
DOI:10.1002/chem.201103322

Reference yield:

: 66447-55-0
((S)-1-benzylcarbamoyl-2-methyl-propyl)-carbamic acid tert-butyl ester

: 1391931-94-4
(S,E)-N-(3-methyl-1-(1-methyl-2-(2-phenylethylidene)hydrazinyl)-1-oxobutan-2-yl)-2,3-dihydrobenzo[b][1,4]dioxine-6-carboxamide

Guidance literature:: Multi-step reaction with 5 steps

1.1: hydrogenchloride / tetrahydrofuran; 1,4-dioxane / 12 h / 0 °C / Inert atmosphere

2.1: benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 18 h / 0 - 25 °C / Inert atmosphere

3.1: palladium 10% on activated carbon; hydrogen; acetic acid / ethanol / 2585.81 Torr

4.1: 4-methyl-morpholine; isobutyl chloroformate / tetrahydrofuran / 1 h / -25 °C / Inert atmosphere

4.2: 24 h / -25 - 25 °C

5.1: magnesium sulfate / tetrahydrofuran / 16 h / 25 °C / Inert atmosphere

With 4-methyl-morpholine; hydrogenchloride; palladium 10% on activated carbon; hydrogen; magnesium sulfate; benzotriazol-1-ol; acetic acid; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine; isobutyl chloroformate; In tetrahydrofuran; 1,4-dioxane; ethanol; N,N-dimethyl-formamide;
DOI:10.1002/chem.201103322