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

Base Information

Chemical Name:methyl (2R,3S)-2-<<(benzyloxy)carbonyl>amino>-3-<(tert-butyldimethylsilyl)oxy>-4-azidobutanoate
CAS No.:98799-18-9
Molecular Formula:C₁₉H₃₀N₄O₅Si
Molecular Weight:422.556
Hs Code.:

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

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

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

There total 3 articles about methyl (2R,3S)-2-<<(benzyloxy)carbonyl>amino>-3-<(tert-butyldimethylsilyl)oxy>-4-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: 82.0%

: 18162-48-6
tert-butyldimethylsilyl chloride

: 98777-37-8
methyl (2R,3S)-4-azido-2-(benzyloxycarbonylamino)-3-hydroxybutanoate

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

Guidance literature:: With 1H-imidazole; In N,N-dimethyl-formamide; for 70h; Ambient temperature;
DOI:10.1021/jo00223a019

Reference yield:

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

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

Guidance literature:: Multi-step reaction with 3 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

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

Reference yield:

: 98777-29-8
methyl (2R,3R)-2-<<(benzyloxy)carbonyl>amino>-3,4-epoxybutanoate

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

Guidance literature:: Multi-step reaction with 2 steps

1: 91 percent / sodium azide, ammonium chloride / methanol / 2 h / Heating

2: 82 percent / imidazole / dimethylformamide / 70 h / Ambient temperature

With 1H-imidazole; sodium azide; ammonium chloride; In methanol; N,N-dimethyl-formamide;
DOI:10.1021/jo00223a019