ethyl (2S,3R)-2-((tert-butoxycarbonyl)amino)-3-((tert-butyldimethylsilyl)oxy)-3-(4-hydroxyphenyl)propanoate

Base Information

Chemical Name:ethyl (2S,3R)-2-((tert-butoxycarbonyl)amino)-3-((tert-butyldimethylsilyl)oxy)-3-(4-hydroxyphenyl)propanoate
CAS No.:1350705-69-9
Molecular Formula:C₂₂H₃₇NO₆Si
Molecular Weight:439.624
Hs Code.:

Synonyms:ethyl (2S,3R)-2-((tert-butoxycarbonyl)amino)-3-((tert-butyldimethylsilyl)oxy)-3-(4-hydroxyphenyl)propanoate

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Chemical Property of ethyl (2S,3R)-2-((tert-butoxycarbonyl)amino)-3-((tert-butyldimethylsilyl)oxy)-3-(4-hydroxyphenyl)propanoate

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Technology Process of ethyl (2S,3R)-2-((tert-butoxycarbonyl)amino)-3-((tert-butyldimethylsilyl)oxy)-3-(4-hydroxyphenyl)propanoate

There total 5 articles about ethyl (2S,3R)-2-((tert-butoxycarbonyl)amino)-3-((tert-butyldimethylsilyl)oxy)-3-(4-hydroxyphenyl)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: 97.0%

: 1350705-81-5
(2S,3R)-ethyl 3-(4-(benzyloxy)phenyl)-2-((tert-butoxycarbonyl)amino)-3-((tert-butyldimethylsilyl)oxy)propanoate

: 1350705-69-9
ethyl (2S,3R)-2-((tert-butoxycarbonyl)amino)-3-((tert-butyldimethylsilyl)oxy)-3-(4-hydroxyphenyl)propanoate

Guidance literature:: With 5%-palladium/activated carbon; hydrogen; In methanol; at 20 ℃; for 12h; Inert atmosphere;
DOI:10.1039/c1ob06320k

Reference yield:

: 4397-53-9
p-benzyloxybenzaldehyde

: 1350705-69-9
ethyl (2S,3R)-2-((tert-butoxycarbonyl)amino)-3-((tert-butyldimethylsilyl)oxy)-3-(4-hydroxyphenyl)propanoate

Guidance literature:: Multi-step reaction with 4 steps

1.1: water / 2 h / 90 °C / Inert atmosphere

2.1: tert-butylhypochlorite; sodium hydroxide / propan-1-ol; water / 0.08 h / Inert atmosphere

2.2: 2 h / Inert atmosphere

3.1: 1H-imidazole / N,N-dimethyl-formamide / 12 h / 20 °C / Inert atmosphere

4.1: 5%-palladium/activated carbon; hydrogen / methanol / 12 h / 20 °C / Inert atmosphere

With 1H-imidazole; tert-butylhypochlorite; 5%-palladium/activated carbon; hydrogen; sodium hydroxide; In methanol; propan-1-ol; water; N,N-dimethyl-formamide;
DOI:10.1039/c1ob06320k

Reference yield:

: 1350705-68-8
ethyl (2S,3R)-3-(4-(benzyloxy)phenyl)-2-((tert-butoxycarbonyl)amino)-3-hydroxypropanoate

: 1350705-69-9
ethyl (2S,3R)-2-((tert-butoxycarbonyl)amino)-3-((tert-butyldimethylsilyl)oxy)-3-(4-hydroxyphenyl)propanoate

Guidance literature:: Multi-step reaction with 2 steps

1: 1H-imidazole / N,N-dimethyl-formamide / 12 h / 20 °C / Inert atmosphere

2: 5%-palladium/activated carbon; hydrogen / methanol / 12 h / 20 °C / Inert atmosphere

With 1H-imidazole; 5%-palladium/activated carbon; hydrogen; In methanol; N,N-dimethyl-formamide;
DOI:10.1039/c1ob06320k