(S,E)-3-styryl-N-(1-hydroxy-3-phenylpropan-2-yl)-1-methyl-1H-indole-2-carboxamide

Base Information

Chemical Name:(S,E)-3-styryl-N-(1-hydroxy-3-phenylpropan-2-yl)-1-methyl-1H-indole-2-carboxamide
CAS No.:1306764-71-5
Molecular Formula:C₂₇H₂₆N₂O₂
Molecular Weight:410.516
Hs Code.:

Synonyms:(S,E)-3-styryl-N-(1-hydroxy-3-phenylpropan-2-yl)-1-methyl-1H-indole-2-carboxamide

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of (S,E)-3-styryl-N-(1-hydroxy-3-phenylpropan-2-yl)-1-methyl-1H-indole-2-carboxamide

Chemical Property:

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Technology Process of (S,E)-3-styryl-N-(1-hydroxy-3-phenylpropan-2-yl)-1-methyl-1H-indole-2-carboxamide

There total 6 articles about (S,E)-3-styryl-N-(1-hydroxy-3-phenylpropan-2-yl)-1-methyl-1H-indole-2-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: 94.0%

: 1306764-67-9
(E)-3-styryl-1-methyl-1H-indole-2-carboxylic acid

: 3182-95-4
L-Phenylalaninol

: 1306764-71-5
(S,E)-3-styryl-N-(1-hydroxy-3-phenylpropan-2-yl)-1-methyl-1H-indole-2-carboxamide

Guidance literature:: With (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; N-ethyl-N,N-diisopropylamine; In dichloromethane; N,N-dimethyl-formamide; pH=9 - 10;
DOI:10.1016/j.tetasy.2011.02.020

Reference yield:

: 1306764-63-5
(E)-ethyl 1-methyl-3-styryl-1H-indole-2-carboxylate

: 1306764-71-5
(S,E)-3-styryl-N-(1-hydroxy-3-phenylpropan-2-yl)-1-methyl-1H-indole-2-carboxamide

Guidance literature:: Multi-step reaction with 2 steps

1: sodium hydroxide / tetrahydrofuran; methanol; water / 1 h / 80 °C

2: (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; N-ethyl-N,N-diisopropylamine / dichloromethane; N,N-dimethyl-formamide / pH 9 - 10

With (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; N-ethyl-N,N-diisopropylamine; sodium hydroxide; In tetrahydrofuran; methanol; dichloromethane; water; N,N-dimethyl-formamide;
DOI:10.1016/j.tetasy.2011.02.020

Reference yield:

Indole-2-carboxylic acid: 1477-50-5,1228050-17-6
Indole-2-carboxylic acid

: 1306764-71-5
(S,E)-3-styryl-N-(1-hydroxy-3-phenylpropan-2-yl)-1-methyl-1H-indole-2-carboxamide

Guidance literature:: Multi-step reaction with 6 steps

1.1: sulfuric acid / 18 h / Reflux

2.1: trichlorophosphate / 0 °C

2.2: 7 h / 20 - 70 °C

2.3: Cooling

3.1: sodium hydride / N,N-dimethyl-formamide / 0.33 h / 0 °C / Inert atmosphere

3.2: 1.5 h / 0 - 20 °C

4.1: sodium hydride / N,N-dimethyl-formamide / 0.33 h / 0 °C / Inert atmosphere

4.2: 2.5 h / 20 °C

5.1: sodium hydroxide / tetrahydrofuran; methanol; water / 1 h / 80 °C

6.1: (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; N-ethyl-N,N-diisopropylamine / dichloromethane; N,N-dimethyl-formamide / pH 9 - 10

With sulfuric acid; sodium hydride; (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; N-ethyl-N,N-diisopropylamine; sodium hydroxide; trichlorophosphate; In tetrahydrofuran; methanol; dichloromethane; water; N,N-dimethyl-formamide; 4.2: Wittig reaction;
DOI:10.1016/j.tetasy.2011.02.020