methyl (R)-2-amino-3-(5-((tert-butyldiphenylsilyl)oxy)-1H-indol-3-yl)propanoate

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Chemical Name:methyl (R)-2-amino-3-(5-((tert-butyldiphenylsilyl)oxy)-1H-indol-3-yl)propanoate
CAS No.:1333380-05-4
Molecular Formula:C₂₈H₃₂N₂O₃Si
Molecular Weight:472.659
Hs Code.:

Synonyms:methyl (R)-2-amino-3-(5-((tert-butyldiphenylsilyl)oxy)-1H-indol-3-yl)propanoate

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Chemical Property of methyl (R)-2-amino-3-(5-((tert-butyldiphenylsilyl)oxy)-1H-indol-3-yl)propanoate

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Technology Process of methyl (R)-2-amino-3-(5-((tert-butyldiphenylsilyl)oxy)-1H-indol-3-yl)propanoate

There total 4 articles about methyl (R)-2-amino-3-(5-((tert-butyldiphenylsilyl)oxy)-1H-indol-3-yl)propanoate 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: 79.0%

: 1333380-04-3
methyl (R)-3-(5-((tert-butyldiphenylsilyl)oxy)-1H-indol-3-yl)-2-((methoxycarbonyl)amino)propanoate

: 1333380-05-4
methyl (R)-2-amino-3-(5-((tert-butyldiphenylsilyl)oxy)-1H-indol-3-yl)propanoate

Guidance literature:: methyl (R)-3-(5-((tert-butyldiphenylsilyl)oxy)-1H-indol-3-yl)-2-((methoxycarbonyl)amino)propanoate; With chloro-trimethyl-silane; sodium iodide; In acetonitrile; for 2.5h; Inert atmosphere; Reflux;

With methanol; In acetonitrile; at 20 ℃;

With sodium hydrogencarbonate; In water; pH=> 7; chemoselective reaction; Saturated solution;
DOI:10.1021/ol2021669

Reference yield:

: 93272-03-8
methyl (R)-3-(5-hydroxy-1H-indol-3-yl)-2-((methoxycarbonyl)amino)propanoate

: 1333380-05-4
methyl (R)-2-amino-3-(5-((tert-butyldiphenylsilyl)oxy)-1H-indol-3-yl)propanoate

Guidance literature:: Multi-step reaction with 2 steps

1.1: 1H-imidazole / N,N-dimethyl-formamide / Inert atmosphere

2.1: chloro-trimethyl-silane; sodium iodide / acetonitrile / 2.5 h / Inert atmosphere; Reflux

2.2: 20 °C

2.3: pH > 7 / Saturated solution

With 1H-imidazole; chloro-trimethyl-silane; sodium iodide; In N,N-dimethyl-formamide; acetonitrile;
DOI:10.1021/ol2021669

Reference yield:

: 79631-04-2
N_α-methoxycarbonyl-D-tryptophan methyl ester

: 1333380-05-4
methyl (R)-2-amino-3-(5-((tert-butyldiphenylsilyl)oxy)-1H-indol-3-yl)propanoate

Guidance literature:: Multi-step reaction with 3 steps

1.1: trifluoroacetic acid / 2.5 h / 20 °C

1.2: 10 °C

1.3: 3 h

2.1: 1H-imidazole / N,N-dimethyl-formamide / Inert atmosphere

3.1: chloro-trimethyl-silane; sodium iodide / acetonitrile / 2.5 h / Inert atmosphere; Reflux

3.2: 20 °C

3.3: pH > 7 / Saturated solution

With 1H-imidazole; chloro-trimethyl-silane; trifluoroacetic acid; sodium iodide; In N,N-dimethyl-formamide; acetonitrile;
DOI:10.1021/ol2021669