(S)-2-((tert-butoxycarbonyl)amino)-5-((tert-butyldiphenylsilyl)oxy)pentanoic acid

Base Information

Chemical Name:(S)-2-((tert-butoxycarbonyl)amino)-5-((tert-butyldiphenylsilyl)oxy)pentanoic acid
CAS No.:1073554-62-7
Molecular Formula:C₂₆H₃₇NO₅Si
Molecular Weight:471.669
Hs Code.:

Synonyms:(S)-2-((tert-butoxycarbonyl)amino)-5-((tert-butyldiphenylsilyl)oxy)pentanoic acid

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Chemical Property of (S)-2-((tert-butoxycarbonyl)amino)-5-((tert-butyldiphenylsilyl)oxy)pentanoic acid

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Technology Process of (S)-2-((tert-butoxycarbonyl)amino)-5-((tert-butyldiphenylsilyl)oxy)pentanoic acid

There total 8 articles about (S)-2-((tert-butoxycarbonyl)amino)-5-((tert-butyldiphenylsilyl)oxy)pentanoic acid 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: 63.0%

: methyl (S)-2-(tert-butoxycarbonyl)amino-5-[tert-butyl(diphenyl)silanyloxy]pentanoate

: 1073554-62-7
(S)-2-((tert-butoxycarbonyl)amino)-5-((tert-butyldiphenylsilyl)oxy)pentanoic acid

Guidance literature:: With lithium hydroxide; In water; at 0 - 20 ℃; for 3h;
DOI:10.1021/acs.jnatprod.0c00921

Reference yield:

: 1073554-61-6
(S)-benzyl 2-((tert-butoxycarbonyl)amino)5-((tert-butyldiphenylsilyl)oxy)pentanoate

: 1073554-62-7
(S)-2-((tert-butoxycarbonyl)amino)-5-((tert-butyldiphenylsilyl)oxy)pentanoic acid

Guidance literature:: With hydrogen; palladium 10% on activated carbon; In ethyl acetate; for 16h; under 2250.23 Torr;

Reference yield:

: 24424-99-5
di-tert-butyl dicarbonate

: 1073554-62-7
(S)-2-((tert-butoxycarbonyl)amino)-5-((tert-butyldiphenylsilyl)oxy)pentanoic acid

Guidance literature:: Multi-step reaction with 5 steps

1.1: chloro-trimethyl-silane / Inert atmosphere

1.2: Inert atmosphere

1.3: Inert atmosphere

2.1: diisobutylaluminium hydride / tetrahydrofuran; hexane / 1 h / 1 - 40 °C / Inert atmosphere

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

4.1: lithium bromide / acetonitrile / Inert atmosphere

5.1: lithium hydroxide / water / 3 h / 0 - 20 °C

With 1H-imidazole; chloro-trimethyl-silane; diisobutylaluminium hydride; lithium bromide; lithium hydroxide; In tetrahydrofuran; hexane; water; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1021/acs.jnatprod.0c00921