benzyl (2S,3S)-2-((((9H-fluoren-9-yl)methoxy)carbonyl)amino)-3-azidobutanoate

Base Information

Chemical Name:benzyl (2S,3S)-2-((((9H-fluoren-9-yl)methoxy)carbonyl)amino)-3-azidobutanoate
CAS No.:1607826-51-6
Molecular Formula:C₂₆H₂₄N₄O₄
Molecular Weight:456.501
Hs Code.:

Synonyms:benzyl (2S,3S)-2-((((9H-fluoren-9-yl)methoxy)carbonyl)amino)-3-azidobutanoate

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Chemical Property of benzyl (2S,3S)-2-((((9H-fluoren-9-yl)methoxy)carbonyl)amino)-3-azidobutanoate

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Technology Process of benzyl (2S,3S)-2-((((9H-fluoren-9-yl)methoxy)carbonyl)amino)-3-azidobutanoate

There total 5 articles about benzyl (2S,3S)-2-((((9H-fluoren-9-yl)methoxy)carbonyl)amino)-3-azidobutanoate 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: 96.0%

: 28920-43-6
(fluorenylmethoxy)carbonyl chloride

: 1607826-50-5
benzyl (2S,3S)-2-amino-3-azidobutanoate

: 1607826-51-6
benzyl (2S,3S)-2-((((9H-fluoren-9-yl)methoxy)carbonyl)amino)-3-azidobutanoate

Guidance literature:: With N-ethyl-N,N-diisopropylamine; sodium hydroxide; In tetrahydrofuran; water; at 23 ℃; for 3h; Inert atmosphere;
DOI:10.1021/ja502744a

Reference yield:

: benzyl 2-((tert-butoxycarbonyl)amino)-3-(((trifluoromethyl)sulfonyl)oxy)butanoate

: 1607826-51-6
benzyl (2S,3S)-2-((((9H-fluoren-9-yl)methoxy)carbonyl)amino)-3-azidobutanoate

Guidance literature:: Multi-step reaction with 3 steps

1: tetrabutylammoniun azide / dichloromethane / 2.5 h / -78 - 25 °C / Inert atmosphere

2: trifluoroacetic acid / dichloromethane / 2 h / 23 °C / Inert atmosphere

3: sodium hydroxide; N-ethyl-N,N-diisopropylamine / water; tetrahydrofuran / 3 h / 23 °C / Inert atmosphere

With tetrabutylammoniun azide; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; sodium hydroxide; In tetrahydrofuran; dichloromethane; water;
DOI:10.1021/ja502744a

Reference yield:

: 140422-54-4,33662-26-9
N-(tert-butyloxycarbonyl)-threonine benzyl ester

: 1607826-51-6
benzyl (2S,3S)-2-((((9H-fluoren-9-yl)methoxy)carbonyl)amino)-3-azidobutanoate

Guidance literature:: Multi-step reaction with 4 steps

1: 2,6-dimethylpyridine / dichloromethane / 1.5 h / -78 °C / Inert atmosphere

2: tetrabutylammoniun azide / dichloromethane / 2.5 h / -78 - 25 °C / Inert atmosphere

3: trifluoroacetic acid / dichloromethane / 2 h / 23 °C / Inert atmosphere

4: sodium hydroxide; N-ethyl-N,N-diisopropylamine / water; tetrahydrofuran / 3 h / 23 °C / Inert atmosphere

With 2,6-dimethylpyridine; tetrabutylammoniun azide; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; sodium hydroxide; In tetrahydrofuran; dichloromethane; water;
DOI:10.1021/ja502744a