benzyl (benzyl)((2S)-2-((tert-butoxycarbonyl)amino)-4-((tertbutyldimethylsilyl)oxy)-1-cyanobutyl)carbamate

Base Information

Chemical Name:benzyl (benzyl)((2S)-2-((tert-butoxycarbonyl)amino)-4-((tertbutyldimethylsilyl)oxy)-1-cyanobutyl)carbamate
CAS No.:1370043-61-0
Molecular Formula:C₃₁H₄₇N₃O₆Si
Molecular Weight:585.816
Hs Code.:

Synonyms:benzyl (benzyl)((2S)-2-((tert-butoxycarbonyl)amino)-4-((tertbutyldimethylsilyl)oxy)-1-cyanobutyl)carbamate

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Chemical Property of benzyl (benzyl)((2S)-2-((tert-butoxycarbonyl)amino)-4-((tertbutyldimethylsilyl)oxy)-1-cyanobutyl)carbamate

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Technology Process of benzyl (benzyl)((2S)-2-((tert-butoxycarbonyl)amino)-4-((tertbutyldimethylsilyl)oxy)-1-cyanobutyl)carbamate

There total 7 articles about benzyl (benzyl)((2S)-2-((tert-butoxycarbonyl)amino)-4-((tertbutyldimethylsilyl)oxy)-1-cyanobutyl)carbamate 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:

: 40856-59-5,132957-40-5
tert-butyl (3S)-2-oxotetrahydrofuran-3-ylcarbamate

: 1370043-53-0
benzyl (benzyl)((2S)-2-((tert-butoxycarbonyl)amino)-4-((tertbutyldimethylsilyl)oxy)-1-cyanobutyl)carbamate

: 1370043-61-0
benzyl (benzyl)((2S)-2-((tert-butoxycarbonyl)amino)-4-((tertbutyldimethylsilyl)oxy)-1-cyanobutyl)carbamate

Guidance literature:: Multi-step reaction with 6 steps

1.1: dimethylaluminum chloride / hexanes; dichloromethane / 1 h / 0 - 20 °C / Inert atmosphere

1.2: 6 h / 0 °C / Inert atmosphere

2.1: 2,6-dimethylpyridine / dichloromethane / 0.5 h / 0 °C / Inert atmosphere

3.1: lithium aluminium tetrahydride / tetrahydrofuran / 1.5 h / 0 °C / Inert atmosphere

4.1: magnesium sulfate / dichloromethane / 2 h / 20 °C / Inert atmosphere

4.2: 1 h / Inert atmosphere

5.1: sodium hydrogencarbonate / dichloromethane; water / 1 h / 20 °C / Inert atmosphere

6.1: indium(III) chloride; Acetaldehyde oxime / toluene / 4 h / 70 °C / Inert atmosphere

With 2,6-dimethylpyridine; indium(III) chloride; lithium aluminium tetrahydride; Acetaldehyde oxime; dimethylaluminum chloride; sodium hydrogencarbonate; magnesium sulfate; In tetrahydrofuran; hexanes; dichloromethane; water; toluene; 4.1: Strecker reaction / 4.2: Strecker reaction;
DOI:10.1021/jo300205b

Reference yield:

: 1370043-52-9
C₃₁H₄₅N₃O₅Si

: 1370043-53-0
benzyl (benzyl)((2S)-2-((tert-butoxycarbonyl)amino)-4-((tertbutyldimethylsilyl)oxy)-1-cyanobutyl)carbamate

: 1370043-61-0
benzyl (benzyl)((2S)-2-((tert-butoxycarbonyl)amino)-4-((tertbutyldimethylsilyl)oxy)-1-cyanobutyl)carbamate

Guidance literature:: With indium(III) chloride; Acetaldehyde oxime; In toluene; at 70 ℃; for 4h; Inert atmosphere;
DOI:10.1021/jo300205b

Reference yield:

: 1370043-50-7
(S)-(4-((tert-butyldimethylsilyl)oxy)-1-oxobutan-2-yl)carbamic acid tert-butyl ester

: 1370043-53-0
benzyl (benzyl)((2S)-2-((tert-butoxycarbonyl)amino)-4-((tertbutyldimethylsilyl)oxy)-1-cyanobutyl)carbamate

: 1370043-61-0
benzyl (benzyl)((2S)-2-((tert-butoxycarbonyl)amino)-4-((tertbutyldimethylsilyl)oxy)-1-cyanobutyl)carbamate

Guidance literature:: Multi-step reaction with 3 steps

1.1: magnesium sulfate / dichloromethane / 2 h / 20 °C / Inert atmosphere

1.2: 1 h / Inert atmosphere

2.1: sodium hydrogencarbonate / dichloromethane; water / 1 h / 20 °C / Inert atmosphere

3.1: indium(III) chloride; Acetaldehyde oxime / toluene / 4 h / 70 °C / Inert atmosphere

With indium(III) chloride; Acetaldehyde oxime; sodium hydrogencarbonate; magnesium sulfate; In dichloromethane; water; toluene; 1.1: Strecker reaction / 1.2: Strecker reaction;
DOI:10.1021/jo300205b