(S)-N-(1-(1-methylhydrazinyl)-1-oxo-3-phenylpropan-2-yl)-2,3-dihydrobenzo[b][1,4]dioxine-6-carboxamide

Base Information

Chemical Name:(S)-N-(1-(1-methylhydrazinyl)-1-oxo-3-phenylpropan-2-yl)-2,3-dihydrobenzo[b][1,4]dioxine-6-carboxamide
CAS No.:1391931-84-2
Molecular Formula:C₁₉H₂₁N₃O₄
Molecular Weight:355.393
Hs Code.:

Synonyms:(S)-N-(1-(1-methylhydrazinyl)-1-oxo-3-phenylpropan-2-yl)-2,3-dihydrobenzo[b][1,4]dioxine-6-carboxamide

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Chemical Property of (S)-N-(1-(1-methylhydrazinyl)-1-oxo-3-phenylpropan-2-yl)-2,3-dihydrobenzo[b][1,4]dioxine-6-carboxamide

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Technology Process of (S)-N-(1-(1-methylhydrazinyl)-1-oxo-3-phenylpropan-2-yl)-2,3-dihydrobenzo[b][1,4]dioxine-6-carboxamide

There total 5 articles about (S)-N-(1-(1-methylhydrazinyl)-1-oxo-3-phenylpropan-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%

: 1391931-83-1
C₁₈H₁₇NO₅

: 302-15-8
methylhydrazine sulfuric acid

: 1391931-84-2
(S)-N-(1-(1-methylhydrazinyl)-1-oxo-3-phenylpropan-2-yl)-2,3-dihydrobenzo[b][1,4]dioxine-6-carboxamide

Guidance literature:: C₁₈H₁₇NO₅; With 4-methyl-morpholine; isobutyl chloroformate; In tetrahydrofuran; at -25 ℃; for 1h; Inert atmosphere;

methylhydrazine sulfuric acid; With sodium hydroxide; In tetrahydrofuran; water; at -25 - 25 ℃; for 24h;
DOI:10.1002/chem.201103322

Reference yield:

: 1391931-80-8
(S)-benzyl 2-(2,3-dihydrobenzo[b][1,4]dioxine-6-carboxamido)-3-phenylpropanoate

: 1391931-84-2
(S)-N-(1-(1-methylhydrazinyl)-1-oxo-3-phenylpropan-2-yl)-2,3-dihydrobenzo[b][1,4]dioxine-6-carboxamide

Guidance literature:: Multi-step reaction with 2 steps

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

2.1: 4-methyl-morpholine; isobutyl chloroformate / tetrahydrofuran / 1 h / -25 °C / Inert atmosphere

2.2: 24 h / -25 - 25 °C

With 4-methyl-morpholine; palladium 10% on activated carbon; hydrogen; acetic acid; isobutyl chloroformate; In tetrahydrofuran; ethanol;
DOI:10.1002/chem.201103322

Reference yield:

: 13734-34-4
N-tert-butoxycarbonyl-L-phenylalanine

: 1391931-84-2
(S)-N-(1-(1-methylhydrazinyl)-1-oxo-3-phenylpropan-2-yl)-2,3-dihydrobenzo[b][1,4]dioxine-6-carboxamide

Guidance literature:: Multi-step reaction with 5 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

With 4-methyl-morpholine; hydrogenchloride; palladium 10% on activated carbon; hydrogen; 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