5-{{4-[1-Benzyloxy-meth-(E)-ylidene]-hexanoyl}-[2-(6-methoxy-1-methyl-1H-indol-3-yl)-ethyl]-amino}-[1,3,4]oxadiazole-2-carboxylic acid methyl ester

Base Information

Chemical Name:5-{{4-[1-Benzyloxy-meth-(E)-ylidene]-hexanoyl}-[2-(6-methoxy-1-methyl-1H-indol-3-yl)-ethyl]-amino}-[1,3,4]oxadiazole-2-carboxylic acid methyl ester
CAS No.:867214-41-3
Molecular Formula:C₃₀H₃₄N₄O₆
Molecular Weight:546.623
Hs Code.:

Synonyms:5-{{4-[1-Benzyloxy-meth-(E)-ylidene]-hexanoyl}-[2-(6-methoxy-1-methyl-1H-indol-3-yl)-ethyl]-amino}-[1,3,4]oxadiazole-2-carboxylic acid methyl ester

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Chemical Property of 5-{{4-[1-Benzyloxy-meth-(E)-ylidene]-hexanoyl}-[2-(6-methoxy-1-methyl-1H-indol-3-yl)-ethyl]-amino}-[1,3,4]oxadiazole-2-carboxylic acid methyl ester

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Technology Process of 5-{{4-[1-Benzyloxy-meth-(E)-ylidene]-hexanoyl}-[2-(6-methoxy-1-methyl-1H-indol-3-yl)-ethyl]-amino}-[1,3,4]oxadiazole-2-carboxylic acid methyl ester

There total 12 articles about 5-{{4-[1-Benzyloxy-meth-(E)-ylidene]-hexanoyl}-[2-(6-methoxy-1-methyl-1H-indol-3-yl)-ethyl]-amino}-[1,3,4]oxadiazole-2-carboxylic acid methyl 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: 88.0%

: 473742-40-4
(E)-5-(benzyloxy)-4-ethylpent-4-enoic acid

: 867214-15-1
5-[2-(6-methoxy-1-methyl-1H-indol-3-yl)-ethylamino]-[1,3,4]oxadiazole-2-carboxylic acid methyl ester

: 867214-41-3
5-{{4-[1-Benzyloxy-meth-(E)-ylidene]-hexanoyl}-[2-(6-methoxy-1-methyl-1H-indol-3-yl)-ethyl]-amino}-[1,3,4]oxadiazole-2-carboxylic acid methyl ester

Guidance literature:: With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In dichloromethane; at 20 ℃;
DOI:10.1021/ol051975x

Reference yield:

: 202807-44-1
6-methoxy-1-methyl-1H-indole-3-carbaldehyde

: 867214-41-3
5-{{4-[1-Benzyloxy-meth-(E)-ylidene]-hexanoyl}-[2-(6-methoxy-1-methyl-1H-indol-3-yl)-ethyl]-amino}-[1,3,4]oxadiazole-2-carboxylic acid methyl ester

Guidance literature:: Multi-step reaction with 6 steps

1.1: 99 percent / NH₄OAc / 1 h / Heating

2.1: 96 percent / LiAlH₄ / tetrahydrofuran / 2 h / Heating

3.1: ethanol / 25 °C

3.2: 64 percent / N₂H₄*H₂O / ethanol / 5 h / Heating

4.1: 61 percent / EDCI; DMAP / CH₂Cl₂ / 19 h / 25 °C

5.1: 67 percent / p-toluenesulfonyl chloride; Et₃N / CH₂Cl₂ / 20 h / 25 °C

6.1: 88 percent / EDCI; DMAP / CH₂Cl₂ / 20 °C

With dmap; lithium aluminium tetrahydride; ammonium acetate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; p-toluenesulfonyl chloride; In tetrahydrofuran; ethanol; dichloromethane;
DOI:10.1021/ol051975x

Reference yield:

: 6-methoxy-1-methyl-3-(2-nitrovinyl)-1H-indole

: 867214-41-3
5-{{4-[1-Benzyloxy-meth-(E)-ylidene]-hexanoyl}-[2-(6-methoxy-1-methyl-1H-indol-3-yl)-ethyl]-amino}-[1,3,4]oxadiazole-2-carboxylic acid methyl ester

Guidance literature:: Multi-step reaction with 5 steps

1.1: 96 percent / LiAlH₄ / tetrahydrofuran / 2 h / Heating

2.1: ethanol / 25 °C

2.2: 64 percent / N₂H₄*H₂O / ethanol / 5 h / Heating

3.1: 61 percent / EDCI; DMAP / CH₂Cl₂ / 19 h / 25 °C

4.1: 67 percent / p-toluenesulfonyl chloride; Et₃N / CH₂Cl₂ / 20 h / 25 °C

5.1: 88 percent / EDCI; DMAP / CH₂Cl₂ / 20 °C

With dmap; lithium aluminium tetrahydride; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; p-toluenesulfonyl chloride; In tetrahydrofuran; ethanol; dichloromethane;
DOI:10.1021/ol051975x