2-[1-(2-{3-hydroxy-1-[(triphenylmethoxy)methyl]propoxy}ethyl)indol-3-yl]ethanamide

Base Information

Chemical Name:2-[1-(2-{3-hydroxy-1-[(triphenylmethoxy)methyl]propoxy}ethyl)indol-3-yl]ethanamide
CAS No.:203719-71-5
Molecular Formula:C₃₅H₃₆N₂O₄
Molecular Weight:548.682
Hs Code.:

Synonyms:2-[1-(2-{3-hydroxy-1-[(triphenylmethoxy)methyl]propoxy}ethyl)indol-3-yl]ethanamide

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Chemical Property of 2-[1-(2-{3-hydroxy-1-[(triphenylmethoxy)methyl]propoxy}ethyl)indol-3-yl]ethanamide

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Technology Process of 2-[1-(2-{3-hydroxy-1-[(triphenylmethoxy)methyl]propoxy}ethyl)indol-3-yl]ethanamide

There total 6 articles about 2-[1-(2-{3-hydroxy-1-[(triphenylmethoxy)methyl]propoxy}ethyl)indol-3-yl]ethanamide 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: 57.0%

: 203719-72-6
2-[1-(2-{3-(2,2-dimethyl-1,1-diphenyl-1-silapropoxy)-1-[(triphenylmethoxy)methyl]propoxy}ethyl)indol-3-yl]ethanamide

: 203719-71-5
2-[1-(2-{3-hydroxy-1-[(triphenylmethoxy)methyl]propoxy}ethyl)indol-3-yl]ethanamide

Guidance literature:: With tetrabutyl ammonium fluoride; In tetrahydrofuran; at 20 ℃; for 6h;
DOI:10.1021/jo001605g

Reference yield:

: 76-83-5
trityl chloride

: 203719-71-5
2-[1-(2-{3-hydroxy-1-[(triphenylmethoxy)methyl]propoxy}ethyl)indol-3-yl]ethanamide

Guidance literature:: Multi-step reaction with 6 steps

1.1: Et₃N / CH₂Cl₂

2.1: NaH / tetrahydrofuran / 45 °C

3.1: 70 percent / O₃; NaBH₄ / CH₂Cl₂; methanol / -50 °C

4.1: 91 percent / Et₃N / CH₂Cl₂

5.1: NaH / dimethylformamide / 0 - 20 °C

5.2: dimethylformamide / 20 °C

6.1: 57 percent / TBAF / tetrahydrofuran / 6 h / 20 °C

With sodium tetrahydroborate; tetrabutyl ammonium fluoride; sodium hydride; ozone; triethylamine; In tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/jo001605g

Reference yield:

: 203250-09-3
(3-Allyloxy-4-trityloxy-butoxy)-tert-butyl-diphenyl-silane

: 203719-71-5
2-[1-(2-{3-hydroxy-1-[(triphenylmethoxy)methyl]propoxy}ethyl)indol-3-yl]ethanamide

Guidance literature:: Multi-step reaction with 4 steps

1.1: 70 percent / O₃; NaBH₄ / CH₂Cl₂; methanol / -50 °C

2.1: 91 percent / Et₃N / CH₂Cl₂

3.1: NaH / dimethylformamide / 0 - 20 °C

3.2: dimethylformamide / 20 °C

4.1: 57 percent / TBAF / tetrahydrofuran / 6 h / 20 °C

With sodium tetrahydroborate; tetrabutyl ammonium fluoride; sodium hydride; ozone; triethylamine; In tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/jo001605g