tert-butyl (2R,3R)-2-((tert-butoxycarbonyl)amino)-5-((tert-butyldiphenylsilyl)oxy)-3-methylpentanoate

Base Information

Chemical Name:tert-butyl (2R,3R)-2-((tert-butoxycarbonyl)amino)-5-((tert-butyldiphenylsilyl)oxy)-3-methylpentanoate
CAS No.:1361343-23-8
Molecular Formula:C₃₁H₄₇NO₅Si
Molecular Weight:541.803
Hs Code.:

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

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Chemical Property of tert-butyl (2R,3R)-2-((tert-butoxycarbonyl)amino)-5-((tert-butyldiphenylsilyl)oxy)-3-methylpentanoate

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Technology Process of tert-butyl (2R,3R)-2-((tert-butoxycarbonyl)amino)-5-((tert-butyldiphenylsilyl)oxy)-3-methylpentanoate

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

: 1361343-22-7
tert-butyl (2R,3R)-2-((tert-butoxycarbonyl)amino)-5-hydroxy-3-methylpentanoate

: 58479-61-1
tert-butylchlorodiphenylsilane

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

Guidance literature:: tert-butyl (2R,3R)-2-((tert-butoxycarbonyl)amino)-5-hydroxy-3-methylpentanoate; tert-butylchlorodiphenylsilane; With 1H-imidazole; In dichloromethane; at 20 ℃; for 11h; Inert atmosphere;

With 2,2'-iminobis[ethanol]; In dichloromethane; at 20 ℃; for 3.5h; Inert atmosphere;
DOI:10.1021/ol300045c

Reference yield:

: 1361343-21-6
(3R,4R)-5-(tert-butoxy)-4-((tert-butoxycarbonyl)amino)-3-methyl-5-oxopentanoic acid

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

Guidance literature:: Multi-step reaction with 2 steps

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

1.2: 4 - 20 °C / Inert atmosphere

2.1: 1H-imidazole / dichloromethane / 11 h / 20 °C / Inert atmosphere

2.2: 3.5 h / 20 °C / Inert atmosphere

With N-ethylmorpholine;; 1H-imidazole; In tetrahydrofuran; dichloromethane;
DOI:10.1021/ol300045c

Reference yield:

: 1012085-18-5
tert-butyl 2-(2,2-dimethyl-1-phenylpropylideneamino)acetate

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

Guidance literature:: Multi-step reaction with 6 steps

1.1: calcium bis-iso-propoxide / tetrahydrofuran / 20 h / -20 °C / Molecular sieve; Inert atmosphere

2.1: hydrogenchloride / tetrahydrofuran; water / 0.5 h / 4 °C / Inert atmosphere

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

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

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

5.2: 4 - 20 °C / Inert atmosphere

6.1: 1H-imidazole / dichloromethane / 11 h / 20 °C / Inert atmosphere

6.2: 3.5 h / 20 °C / Inert atmosphere

With N-ethylmorpholine;; 1H-imidazole; hydrogenchloride; calcium bis-iso-propoxide; sodium hydrogencarbonate; lithium hydroxide; In tetrahydrofuran; dichloromethane; water; 1.1: Michael addition;
DOI:10.1021/ol300045c