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

Base Information

Chemical Name:(2S,3R)-ethyl 3-(4-(benzyloxy)phenyl)-2-((tert-butoxycarbonyl)amino)-3-((tert-butyldimethylsilyl)oxy)propanoate
CAS No.:1350705-81-5
Molecular Formula:C₂₉H₄₃NO₆Si
Molecular Weight:529.749
Hs Code.:

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

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

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

There total 5 articles about (2S,3R)-ethyl 3-(4-(benzyloxy)phenyl)-2-((tert-butoxycarbonyl)amino)-3-((tert-butyldimethylsilyl)oxy)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: 98.0%

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

: 18162-48-6
tert-butyldimethylsilyl chloride

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

Guidance literature:: With 1H-imidazole; In N,N-dimethyl-formamide; at 20 ℃; for 12h; Inert atmosphere;
DOI:10.1039/c1ob06320k

Reference yield:

: 4397-53-9
p-benzyloxybenzaldehyde

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

Guidance literature:: Multi-step reaction with 3 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

With 1H-imidazole; tert-butylhypochlorite; sodium hydroxide; In propan-1-ol; water; N,N-dimethyl-formamide;
DOI:10.1039/c1ob06320k

Reference yield:

: 100-39-0
benzyl bromide

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

Guidance literature:: Multi-step reaction with 4 steps

1.1: tetra-(n-butyl)ammonium iodide; potassium carbonate / Inert atmosphere

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

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

3.2: 2 h / Inert atmosphere

4.1: 1H-imidazole / N,N-dimethyl-formamide / 12 h / 20 °C / Inert atmosphere

With 1H-imidazole; tert-butylhypochlorite; tetra-(n-butyl)ammonium iodide; potassium carbonate; sodium hydroxide; In propan-1-ol; water; N,N-dimethyl-formamide;
DOI:10.1039/c1ob06320k