(2S)-2-{[1-(benzyloxy)vinyl]amino}-4-{[tert-butyl(dimethyl)silyl]oxy}-N-methoxy-N-methylbutanamide

Base Information

Chemical Name:(2S)-2-{[1-(benzyloxy)vinyl]amino}-4-{[tert-butyl(dimethyl)silyl]oxy}-N-methoxy-N-methylbutanamide
CAS No.:177839-62-2
Molecular Formula:C₂₀H₃₄N₂O₅Si
Molecular Weight:410.586
Hs Code.:

Synonyms:(2S)-2-{[1-(benzyloxy)vinyl]amino}-4-{[tert-butyl(dimethyl)silyl]oxy}-N-methoxy-N-methylbutanamide

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of (2S)-2-{[1-(benzyloxy)vinyl]amino}-4-{[tert-butyl(dimethyl)silyl]oxy}-N-methoxy-N-methylbutanamide

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Technology Process of (2S)-2-{[1-(benzyloxy)vinyl]amino}-4-{[tert-butyl(dimethyl)silyl]oxy}-N-methoxy-N-methylbutanamide

There total 2 articles about (2S)-2-{[1-(benzyloxy)vinyl]amino}-4-{[tert-butyl(dimethyl)silyl]oxy}-N-methoxy-N-methylbutanamide 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: 84.0%

: 18162-48-6
tert-butyldimethylsilyl chloride

: 403832-13-3
benzyl (1S)-3-hydroxy-1-{[methoxy(methyl)amino]carbonyl}propylcarbamate

: 177839-62-2
(2S)-2-{[1-(benzyloxy)vinyl]amino}-4-{[tert-butyl(dimethyl)silyl]oxy}-N-methoxy-N-methylbutanamide

Guidance literature:: With 1H-imidazole; In N,N-dimethyl-formamide; at 20 ℃; for 16h;
DOI:10.1021/jo011062q

Reference yield:

: 35677-89-5
benzyl (3S)-2-oxotetrahydro-3-furanylcarbamate

: 177839-62-2
(2S)-2-{[1-(benzyloxy)vinyl]amino}-4-{[tert-butyl(dimethyl)silyl]oxy}-N-methoxy-N-methylbutanamide

Guidance literature:: Multi-step reaction with 2 steps

1: 77 percent / trimethylaluminum; pyridine / CH₂Cl₂; hexane / 72 h / 20 °C

2: 84 percent / imidazole / dimethylformamide / 16 h / 20 °C

With pyridine; 1H-imidazole; trimethylaluminum; In hexane; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/jo011062q

Reference yield:

: 3452-09-3
1-nonyne

: 177839-62-2
(2S)-2-{[1-(benzyloxy)vinyl]amino}-4-{[tert-butyl(dimethyl)silyl]oxy}-N-methoxy-N-methylbutanamide

: 686722-16-7
benzyl (1S)-1-(2-{[tert-butyl(dimethyl)silyl]oxy}ethyl)-2-oxo-undec-3-ynylcarbamate

Guidance literature:: 1-nonyne; With n-butyllithium; In tetrahydrofuran; hexane; at -20 ℃; for 2h;

(2S)-2-{[1-(benzyloxy)vinyl]amino}-4-{[tert-butyl(dimethyl)silyl]oxy}-N-methoxy-N-methylbutanamide; In tetrahydrofuran; at -78 - -40 ℃; for 3h; Further stages.;
DOI:10.1021/jo011062q