(2R,3S)-3-O-(t-butyldimethylsilyl)-1-O-(t-butyldiphenylsilyl)-2-(methylamino)-4-pentene-1,3-diol

Base Information

Chemical Name:(2R,3S)-3-O-(t-butyldimethylsilyl)-1-O-(t-butyldiphenylsilyl)-2-(methylamino)-4-pentene-1,3-diol
CAS No.:852068-20-3
Molecular Formula:C₂₈H₄₅NO₂Si₂
Molecular Weight:483.842
Hs Code.:

Synonyms:(2R,3S)-3-O-(t-butyldimethylsilyl)-1-O-(t-butyldiphenylsilyl)-2-(methylamino)-4-pentene-1,3-diol

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Chemical Property of (2R,3S)-3-O-(t-butyldimethylsilyl)-1-O-(t-butyldiphenylsilyl)-2-(methylamino)-4-pentene-1,3-diol

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Technology Process of (2R,3S)-3-O-(t-butyldimethylsilyl)-1-O-(t-butyldiphenylsilyl)-2-(methylamino)-4-pentene-1,3-diol

There total 4 articles about (2R,3S)-3-O-(t-butyldimethylsilyl)-1-O-(t-butyldiphenylsilyl)-2-(methylamino)-4-pentene-1,3-diol 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:

: [2-(tert-butyl-dimethyl-silanyloxy)-1-(tert-butyl-diphenyl-silanyloxymethyl)-but-3-enyl]-methyl-carbamic acid tert-butyl ester

: 18162-48-6
tert-butyldimethylsilyl chloride

: 852068-20-3
(2R,3S)-3-O-(t-butyldimethylsilyl)-1-O-(t-butyldiphenylsilyl)-2-(methylamino)-4-pentene-1,3-diol

Guidance literature:: [2-(tert-butyl-dimethyl-silanyloxy)-1-(tert-butyl-diphenyl-silanyloxymethyl)-but-3-enyl]-methyl-carbamic acid tert-butyl ester; With hydrogenchloride; In ethyl acetate; at 0 ℃; for 0.0833333h;

tert-butyldimethylsilyl chloride; With 1H-imidazole; In N,N-dimethyl-formamide; at 20 ℃; for 12h;
DOI:10.1002/anie.200462439

Reference yield:

: 852068-33-8
(2R,3S)-1-O-(t-butyldiphenylsilyl)-2-{[(t-butyloxy)carbonyl]amino}-4-pentene-1,3-diol

: 852068-20-3
(2R,3S)-3-O-(t-butyldimethylsilyl)-1-O-(t-butyldiphenylsilyl)-2-(methylamino)-4-pentene-1,3-diol

Guidance literature:: Multi-step reaction with 3 steps

1.1: 91 percent / imidazole / dimethylformamide / 12 h / 20 °C

2.1: NaH / dimethylformamide / 10 h / 20 °C

3.1: HCl / ethyl acetate / 0.08 h / 0 °C

3.2: 361 mg / imidazole / dimethylformamide / 12 h / 20 °C

With 1H-imidazole; hydrogenchloride; sodium hydride; In ethyl acetate; N,N-dimethyl-formamide;
DOI:10.1002/anie.200462439

Reference yield:

: 852068-34-9
(2R,3S)-3-O-(t-butyldimethylsilyl)-1-O-(t-butyldiphenylsilyl)-2-{[(t-butyloxy)carbonyl]amino}-4-pentene-1,3-diol

: 852068-20-3
(2R,3S)-3-O-(t-butyldimethylsilyl)-1-O-(t-butyldiphenylsilyl)-2-(methylamino)-4-pentene-1,3-diol

Guidance literature:: Multi-step reaction with 2 steps

1.1: NaH / dimethylformamide / 10 h / 20 °C

2.1: HCl / ethyl acetate / 0.08 h / 0 °C

2.2: 361 mg / imidazole / dimethylformamide / 12 h / 20 °C

With hydrogenchloride; sodium hydride; In ethyl acetate; N,N-dimethyl-formamide;
DOI:10.1002/anie.200462439