N-allyloxy-2-[2-(4-oxo-4-benzo[d][1,2,3]triazin-3-ylethyl)]-3-(4-pyridin-3-ylphenylthio) propionamide

Base Information

Chemical Name:N-allyloxy-2-[2-(4-oxo-4-benzo[d][1,2,3]triazin-3-ylethyl)]-3-(4-pyridin-3-ylphenylthio) propionamide
CAS No.:427895-12-3
Molecular Formula:C₂₆H₂₅N₅O₃S
Molecular Weight:487.582
Hs Code.:

Synonyms:N-allyloxy-2-[2-(4-oxo-4-benzo[d][1,2,3]triazin-3-ylethyl)]-3-(4-pyridin-3-ylphenylthio) propionamide

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Chemical Property of N-allyloxy-2-[2-(4-oxo-4-benzo[d][1,2,3]triazin-3-ylethyl)]-3-(4-pyridin-3-ylphenylthio) propionamide

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Technology Process of N-allyloxy-2-[2-(4-oxo-4-benzo[d][1,2,3]triazin-3-ylethyl)]-3-(4-pyridin-3-ylphenylthio) propionamide

There total 10 articles about N-allyloxy-2-[2-(4-oxo-4-benzo[d][1,2,3]triazin-3-ylethyl)]-3-(4-pyridin-3-ylphenylthio) propionamide 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:

: 7338-27-4
4-methoxy-2-methylene-4-oxobutanoic acid

: 427895-12-3
N-allyloxy-2-[2-(4-oxo-4-benzo[d][1,2,3]triazin-3-ylethyl)]-3-(4-pyridin-3-ylphenylthio) propionamide

Guidance literature:: Multi-step reaction with 9 steps

1: 67.5 percent / H₂SO₄ / CH₂Cl₂ / 0 - 20 °C

2: 75.3 percent / LiOH / H₂O; dioxane / 2.5 h / 0 - 20 °C

3: 80.2 percent / NaOMe / methanol / 20 °C

4: N-methylmorpholine / 1,2-dimethoxy-ethane / 20 °C

5: 34 g / NaBH₄ / 1,2-dimethoxy-ethane; H₂O / 1 h / -10 °C

6: 88 percent / Ph₃P; DIAD / tetrahydrofuran / 1.5 h / 0 - 20 °C

7: 39 percent / LiCl / Pd(PPh₃)4 / toluene / Heating

8: 82 percent / trifluoroacetic acid / CH₂Cl₂ / 20 °C

9: 95 percent / HOBT; EDC; Et₃N / CH₂Cl₂ / 20 °C

With 4-methyl-morpholine; lithium hydroxide; sodium tetrahydroborate; di-isopropyl azodicarboxylate; sulfuric acid; sodium methylate; benzotriazol-1-ol; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; triethylamine; triphenylphosphine; trifluoroacetic acid; lithium chloride; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; 1,4-dioxane; methanol; 1,2-dimethoxyethane; dichloromethane; water; toluene; 6: Mitsunobu reaction / 7: Stille reaction;
DOI:10.1016/S0968-0896(01)00311-X

Reference yield:

: 97-65-4,25119-64-6
2-methylenesuccinic acid

: 427895-12-3
N-allyloxy-2-[2-(4-oxo-4-benzo[d][1,2,3]triazin-3-ylethyl)]-3-(4-pyridin-3-ylphenylthio) propionamide

Guidance literature:: Multi-step reaction with 10 steps

1: 97 percent / Amberlyst 15 H⁺ resin / 72 h / 20 °C

2: 67.5 percent / H₂SO₄ / CH₂Cl₂ / 0 - 20 °C

3: 75.3 percent / LiOH / H₂O; dioxane / 2.5 h / 0 - 20 °C

4: 80.2 percent / NaOMe / methanol / 20 °C

5: N-methylmorpholine / 1,2-dimethoxy-ethane / 20 °C

6: 34 g / NaBH₄ / 1,2-dimethoxy-ethane; H₂O / 1 h / -10 °C

7: 88 percent / Ph₃P; DIAD / tetrahydrofuran / 1.5 h / 0 - 20 °C

8: 39 percent / LiCl / Pd(PPh₃)4 / toluene / Heating

9: 82 percent / trifluoroacetic acid / CH₂Cl₂ / 20 °C

10: 95 percent / HOBT; EDC; Et₃N / CH₂Cl₂ / 20 °C

With 4-methyl-morpholine; lithium hydroxide; sodium tetrahydroborate; di-isopropyl azodicarboxylate; Amberlyst 15 H⁺ resin; sulfuric acid; sodium methylate; benzotriazol-1-ol; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; triethylamine; triphenylphosphine; trifluoroacetic acid; lithium chloride; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; 1,4-dioxane; methanol; 1,2-dimethoxyethane; dichloromethane; water; toluene; 7: Mitsunobu reaction / 8: Stille reaction;
DOI:10.1016/S0968-0896(01)00311-X

Reference yield:

: 106-53-6
para-bromobenzenethiol

: 427895-12-3
N-allyloxy-2-[2-(4-oxo-4-benzo[d][1,2,3]triazin-3-ylethyl)]-3-(4-pyridin-3-ylphenylthio) propionamide

Guidance literature:: Multi-step reaction with 7 steps

1: 80.2 percent / NaOMe / methanol / 20 °C

2: N-methylmorpholine / 1,2-dimethoxy-ethane / 20 °C

3: 34 g / NaBH₄ / 1,2-dimethoxy-ethane; H₂O / 1 h / -10 °C

4: 88 percent / Ph₃P; DIAD / tetrahydrofuran / 1.5 h / 0 - 20 °C

5: 39 percent / LiCl / Pd(PPh₃)4 / toluene / Heating

6: 82 percent / trifluoroacetic acid / CH₂Cl₂ / 20 °C

7: 95 percent / HOBT; EDC; Et₃N / CH₂Cl₂ / 20 °C

With 4-methyl-morpholine; sodium tetrahydroborate; di-isopropyl azodicarboxylate; sodium methylate; benzotriazol-1-ol; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; triethylamine; triphenylphosphine; trifluoroacetic acid; lithium chloride; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; methanol; 1,2-dimethoxyethane; dichloromethane; water; toluene; 4: Mitsunobu reaction / 5: Stille reaction;
DOI:10.1016/S0968-0896(01)00311-X