2-[(R)-7-(tert-butyldiphenylsilyloxymethyl)-6,7,8,9-tetrahydropyrido[1,2-a]indol-10-yl]acetamide

Base Information

Chemical Name:2-[(R)-7-(tert-butyldiphenylsilyloxymethyl)-6,7,8,9-tetrahydropyrido[1,2-a]indol-10-yl]acetamide
CAS No.:908338-27-2
Molecular Formula:C₃₁H₃₆N₂O₂Si
Molecular Weight:496.725
Hs Code.:

Synonyms:2-[(R)-7-(tert-butyldiphenylsilyloxymethyl)-6,7,8,9-tetrahydropyrido[1,2-a]indol-10-yl]acetamide

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Chemical Property of 2-[(R)-7-(tert-butyldiphenylsilyloxymethyl)-6,7,8,9-tetrahydropyrido[1,2-a]indol-10-yl]acetamide

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Technology Process of 2-[(R)-7-(tert-butyldiphenylsilyloxymethyl)-6,7,8,9-tetrahydropyrido[1,2-a]indol-10-yl]acetamide

There total 5 articles about 2-[(R)-7-(tert-butyldiphenylsilyloxymethyl)-6,7,8,9-tetrahydropyrido[1,2-a]indol-10-yl]acetamide 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: 95.0%

: 257876-71-4
2-{1-[(R)-2-(tert-butyldiphenylsilyloxymethyl)-4,4-diethoxybutyl]-1H-indol-3-yl}acetamide

: 908338-27-2
2-[(R)-7-(tert-butyldiphenylsilyloxymethyl)-6,7,8,9-tetrahydropyrido[1,2-a]indol-10-yl]acetamide

Guidance literature:: 2-{1-[(R)-2-(tert-butyldiphenylsilyloxymethyl)-4,4-diethoxybutyl]-1H-indol-3-yl}acetamide; With trifluoroacetic acid; In chloroform; water; at 20 ℃; for 0.5h;

With hydrogen; palladium on activated charcoal; In ethanol; at 20 ℃; for 3h; atmospheric pressure;
DOI:10.1016/j.bmc.2006.05.033

Reference yield:

: 908338-26-1
Methanesulfonic acid (S)-4,4-diethoxy-2-hydroxymethyl-butyl ester

: 908338-27-2
2-[(R)-7-(tert-butyldiphenylsilyloxymethyl)-6,7,8,9-tetrahydropyrido[1,2-a]indol-10-yl]acetamide

Guidance literature:: Multi-step reaction with 3 steps

1.1: 2.11 g / imidazole / dimethylformamide / 0 - 20 °C

2.1: 57 percent / NaH; NaI / dimethylformamide / 20 °C

3.1: trifluoroacetic acid / CHCl₃; H₂O / 0.5 h / 20 °C

3.2: 95 percent / hydrogen / Pd/C / ethanol / 3 h / 20 °C / atmospheric pressure

With 1H-imidazole; sodium hydride; trifluoroacetic acid; sodium iodide; In chloroform; water; N,N-dimethyl-formamide; 3.1: Pictet-Spengler cyclization;
DOI:10.1016/j.bmc.2006.05.033

Reference yield:

: 257876-70-3
(S)-2-(tert-butyldiphenylsilyloxymethyl)-4,4-diethoxybutyl methanesulfonate

: 908338-27-2
2-[(R)-7-(tert-butyldiphenylsilyloxymethyl)-6,7,8,9-tetrahydropyrido[1,2-a]indol-10-yl]acetamide

Guidance literature:: Multi-step reaction with 2 steps

1.1: 57 percent / NaH; NaI / dimethylformamide / 20 °C

2.1: trifluoroacetic acid / CHCl₃; H₂O / 0.5 h / 20 °C

2.2: 95 percent / hydrogen / Pd/C / ethanol / 3 h / 20 °C / atmospheric pressure

With sodium hydride; trifluoroacetic acid; sodium iodide; In chloroform; water; N,N-dimethyl-formamide; 2.1: Pictet-Spengler cyclization;
DOI:10.1016/j.bmc.2006.05.033