(2R,3S)-2-<<(benzyloxy)carbonyl>amino>-3-<(tert-butyldimethylsilyl)oxy>-4-azidobutanoic acid

Base Information

Chemical Name:(2R,3S)-2-<<(benzyloxy)carbonyl>amino>-3-<(tert-butyldimethylsilyl)oxy>-4-azidobutanoic acid
CAS No.:98777-39-0
Molecular Formula:C₁₈H₂₈N₄O₅Si
Molecular Weight:408.53
Hs Code.:

Synonyms:(2R,3S)-2-<<(benzyloxy)carbonyl>amino>-3-<(tert-butyldimethylsilyl)oxy>-4-azidobutanoic acid

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Chemical Property of (2R,3S)-2-<<(benzyloxy)carbonyl>amino>-3-<(tert-butyldimethylsilyl)oxy>-4-azidobutanoic acid

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Technology Process of (2R,3S)-2-<<(benzyloxy)carbonyl>amino>-3-<(tert-butyldimethylsilyl)oxy>-4-azidobutanoic acid

There total 5 articles about (2R,3S)-2-<<(benzyloxy)carbonyl>amino>-3-<(tert-butyldimethylsilyl)oxy>-4-azidobutanoic 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: 100.0%

: 98799-18-9
methyl (2R,3S)-2-<<(benzyloxy)carbonyl>amino>-3-<(tert-butyldimethylsilyl)oxy>-4-azidobutanoate

: 98777-39-0
(2R,3S)-2-<<(benzyloxy)carbonyl>amino>-3-<(tert-butyldimethylsilyl)oxy>-4-azidobutanoic acid

Guidance literature:: With lithium hydroxide; In 1,4-dioxane; for 4h; Ambient temperature;
DOI:10.1021/jo00223a019

Reference yield:

: 98854-91-2
N-<(benzyloxy)carbonyl>-D-vinylglycine methyl ester

: 98777-39-0
(2R,3S)-2-<<(benzyloxy)carbonyl>amino>-3-<(tert-butyldimethylsilyl)oxy>-4-azidobutanoic acid

Guidance literature:: Multi-step reaction with 4 steps

1: 62 percent / m-chloroperbenzoic acid / CH₂Cl₂ / 82 h

2: 91 percent / sodium azide, ammonium chloride / methanol / 2 h / Heating

3: 82 percent / imidazole / dimethylformamide / 70 h / Ambient temperature

4: 100 percent / LiOH / dioxane / 4 h / Ambient temperature

With 1H-imidazole; lithium hydroxide; sodium azide; ammonium chloride; 3-chloro-benzenecarboperoxoic acid; In 1,4-dioxane; methanol; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/jo00223a019

Reference yield:

: 18162-48-6
tert-butyldimethylsilyl chloride

: 98777-39-0
(2R,3S)-2-<<(benzyloxy)carbonyl>amino>-3-<(tert-butyldimethylsilyl)oxy>-4-azidobutanoic acid

Guidance literature:: Multi-step reaction with 2 steps

1: 82 percent / imidazole / dimethylformamide / 70 h / Ambient temperature

2: 100 percent / LiOH / dioxane / 4 h / Ambient temperature

With 1H-imidazole; lithium hydroxide; In 1,4-dioxane; N,N-dimethyl-formamide;
DOI:10.1021/jo00223a019