(2S,3S)-tert-butyl 2-(((S)-2-(((2S,3R)-2-(((benzyloxy)carbonyl)amino)-3-((tertbutyldimethylsilyl)oxy)butanoyl)oxy)propanoyl)oxy)-3-methylpentanoate

Base Information

Chemical Name:(2S,3S)-tert-butyl 2-(((S)-2-(((2S,3R)-2-(((benzyloxy)carbonyl)amino)-3-((tertbutyldimethylsilyl)oxy)butanoyl)oxy)propanoyl)oxy)-3-methylpentanoate
CAS No.:947682-90-8
Molecular Formula:C₃₁H₅₁NO₉Si
Molecular Weight:609.833
Hs Code.:

Synonyms:(2S,3S)-tert-butyl 2-(((S)-2-(((2S,3R)-2-(((benzyloxy)carbonyl)amino)-3-((tertbutyldimethylsilyl)oxy)butanoyl)oxy)propanoyl)oxy)-3-methylpentanoate

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Chemical Property of (2S,3S)-tert-butyl 2-(((S)-2-(((2S,3R)-2-(((benzyloxy)carbonyl)amino)-3-((tertbutyldimethylsilyl)oxy)butanoyl)oxy)propanoyl)oxy)-3-methylpentanoate

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Technology Process of (2S,3S)-tert-butyl 2-(((S)-2-(((2S,3R)-2-(((benzyloxy)carbonyl)amino)-3-((tertbutyldimethylsilyl)oxy)butanoyl)oxy)propanoyl)oxy)-3-methylpentanoate

There total 6 articles about (2S,3S)-tert-butyl 2-(((S)-2-(((2S,3R)-2-(((benzyloxy)carbonyl)amino)-3-((tertbutyldimethylsilyl)oxy)butanoyl)oxy)propanoyl)oxy)-3-methylpentanoate 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: 71.0%

: 947682-60-2
(2S,3S)-tert-butyl 2-(((S)-2-hydroxypropanoyl)oxy)-3-methylpentanoate

: 94820-26-5
(2S,3R)-2-(benzyloxycarbonylamino)-3-tertiary-butyldimethylsilyloxybutanoic acid

: 947682-90-8
(2S,3S)-tert-butyl 2-(((S)-2-(((2S,3R)-2-(((benzyloxy)carbonyl)amino)-3-((tertbutyldimethylsilyl)oxy)butanoyl)oxy)propanoyl)oxy)-3-methylpentanoate

Guidance literature:: With dmap; 2-methyl-6-nitrobenzoic anhydride; triethylamine; In dichloromethane; at 20 ℃; for 18h; Inert atmosphere;
DOI:10.1021/ol500484f

Reference yield:

: 947682-89-5
(2S,3S)-tert-butyl 2-(((S)-2-((tert-butyldimethylsilyl)oxy)propanoyl)oxy)-3-methylpentanoate

: 947682-90-8
(2S,3S)-tert-butyl 2-(((S)-2-(((2S,3R)-2-(((benzyloxy)carbonyl)amino)-3-((tertbutyldimethylsilyl)oxy)butanoyl)oxy)propanoyl)oxy)-3-methylpentanoate

Guidance literature:: Multi-step reaction with 2 steps

1.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 2 h / 0 - 20 °C / Inert atmosphere

1.2: 1 h / 20 °C / Inert atmosphere

2.1: dmap; triethylamine; 2-methyl-6-nitrobenzoic anhydride / dichloromethane / 18 h / 20 °C / Inert atmosphere

With dmap; 2-methyl-6-nitrobenzoic anhydride; tetrabutyl ammonium fluoride; triethylamine; In tetrahydrofuran; dichloromethane;
DOI:10.1021/ol500484f

Reference yield:

: 380886-49-7
tert-butyl (2S)-acetyloxy-(3S)-methylpentanoate

: 947682-90-8
(2S,3S)-tert-butyl 2-(((S)-2-(((2S,3R)-2-(((benzyloxy)carbonyl)amino)-3-((tertbutyldimethylsilyl)oxy)butanoyl)oxy)propanoyl)oxy)-3-methylpentanoate

Guidance literature:: Multi-step reaction with 4 steps

1.1: potassium carbonate; water / methanol / 18 h / 20 °C / Inert atmosphere

2.1: pyridine / dichloromethane / 14 h / 20 °C / Inert atmosphere

3.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 2 h / 0 - 20 °C / Inert atmosphere

3.2: 1 h / 20 °C / Inert atmosphere

4.1: dmap; triethylamine; 2-methyl-6-nitrobenzoic anhydride / dichloromethane / 18 h / 20 °C / Inert atmosphere

With pyridine; dmap; 2-methyl-6-nitrobenzoic anhydride; tetrabutyl ammonium fluoride; water; potassium carbonate; triethylamine; In tetrahydrofuran; methanol; dichloromethane;
DOI:10.1021/ol500484f