(2R,3R)-2-amino-5-((tert-butyldiphenylsilyl)oxy)-3-methylpentanoic acid

Base Information

Chemical Name:(2R,3R)-2-amino-5-((tert-butyldiphenylsilyl)oxy)-3-methylpentanoic acid
CAS No.:1361343-18-1
Molecular Formula:C₂₂H₃₁NO₃Si
Molecular Weight:385.579
Hs Code.:

Synonyms:(2R,3R)-2-amino-5-((tert-butyldiphenylsilyl)oxy)-3-methylpentanoic acid

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Chemical Property of (2R,3R)-2-amino-5-((tert-butyldiphenylsilyl)oxy)-3-methylpentanoic acid

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Technology Process of (2R,3R)-2-amino-5-((tert-butyldiphenylsilyl)oxy)-3-methylpentanoic acid

There total 6 articles about (2R,3R)-2-amino-5-((tert-butyldiphenylsilyl)oxy)-3-methylpentanoic 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: 95.0%

: 1361343-23-8
tert-butyl (2R,3R)-2-((tert-butoxycarbonyl)amino)-5-((tert-butyldiphenylsilyl)oxy)-3-methylpentanoate

: 1361343-18-1
(2R,3R)-2-amino-5-((tert-butyldiphenylsilyl)oxy)-3-methylpentanoic acid

Guidance literature:: With triethylsilane; trifluoroacetic acid; In dichloromethane; at 4 - 20 ℃; for 4.25h; Inert atmosphere;
DOI:10.1021/ol300045c

Reference yield:

: 1012085-19-6
(2R,3R)-1-tert-butyl 5-methyl 2-amino-3-methylpentanedioate

: 1361343-18-1
(2R,3R)-2-amino-5-((tert-butyldiphenylsilyl)oxy)-3-methylpentanoic acid

Guidance literature:: Multi-step reaction with 5 steps

1.1: sodium hydrogencarbonate / tetrahydrofuran; water / 12 h / 4 - 20 °C / pH 8.3 / Inert atmosphere

2.1: lithium hydroxide / tetrahydrofuran; water / 3.5 h / 4 - 20 °C / Inert atmosphere

3.1: N-ethylmorpholine; / tetrahydrofuran / -15 - 4 °C / Inert atmosphere

3.2: 4 - 20 °C / Inert atmosphere

4.1: 1H-imidazole / dichloromethane / 11 h / 20 °C / Inert atmosphere

4.2: 3.5 h / 20 °C / Inert atmosphere

5.1: triethylsilane; trifluoroacetic acid / dichloromethane / 4.25 h / 4 - 20 °C / Inert atmosphere

With N-ethylmorpholine;; 1H-imidazole; triethylsilane; sodium hydrogencarbonate; trifluoroacetic acid; lithium hydroxide; In tetrahydrofuran; dichloromethane; water;
DOI:10.1021/ol300045c

Reference yield:

: 1352745-66-4
tert-butyl-5-methyl (2R,3R)-2-((tert-butoxycarbonyl)amino)-3-methylpentanedioate

: 1361343-18-1
(2R,3R)-2-amino-5-((tert-butyldiphenylsilyl)oxy)-3-methylpentanoic acid

Guidance literature:: Multi-step reaction with 4 steps

1.1: lithium hydroxide / tetrahydrofuran; water / 3.5 h / 4 - 20 °C / Inert atmosphere

2.1: N-ethylmorpholine; / tetrahydrofuran / -15 - 4 °C / Inert atmosphere

2.2: 4 - 20 °C / Inert atmosphere

3.1: 1H-imidazole / dichloromethane / 11 h / 20 °C / Inert atmosphere

3.2: 3.5 h / 20 °C / Inert atmosphere

4.1: triethylsilane; trifluoroacetic acid / dichloromethane / 4.25 h / 4 - 20 °C / Inert atmosphere

With N-ethylmorpholine;; 1H-imidazole; triethylsilane; trifluoroacetic acid; lithium hydroxide; In tetrahydrofuran; dichloromethane; water;
DOI:10.1021/ol300045c