(2S,3S)-5-(tert-butyldimethylsilyl)-3-(triphenylsilyloxy)-2-methylpent-4-ynal

Base Information

Chemical Name:(2S,3S)-5-(tert-butyldimethylsilyl)-3-(triphenylsilyloxy)-2-methylpent-4-ynal
CAS No.:1401337-71-0
Molecular Formula:C₃₀H₃₆O₂Si₂
Molecular Weight:484.786
Hs Code.:

Synonyms:(2S,3S)-5-(tert-butyldimethylsilyl)-3-(triphenylsilyloxy)-2-methylpent-4-ynal

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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,3S)-5-(tert-butyldimethylsilyl)-3-(triphenylsilyloxy)-2-methylpent-4-ynal

Chemical Property:

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Technology Process of (2S,3S)-5-(tert-butyldimethylsilyl)-3-(triphenylsilyloxy)-2-methylpent-4-ynal

There total 5 articles about (2S,3S)-5-(tert-butyldimethylsilyl)-3-(triphenylsilyloxy)-2-methylpent-4-ynal 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: 80.0%

: 1401338-45-1
(2R,3S)-5-(tert-butyldimethylsilyl)-3-(triphenylsilyloxy)-2-methylpent-4-yn-1-ol

: 1401337-71-0
(2S,3S)-5-(tert-butyldimethylsilyl)-3-(triphenylsilyloxy)-2-methylpent-4-ynal

Guidance literature:: With sodium hydrogencarbonate; Dess-Martin periodane; In dichloromethane; at 20 ℃; for 2h;
DOI:10.1039/c2ob26185e

Reference yield:

: 90083-19-5
3-(tert-butyldimethylsilyl)-2-propynal

: 1401337-71-0
(2S,3S)-5-(tert-butyldimethylsilyl)-3-(triphenylsilyloxy)-2-methylpent-4-ynal

Guidance literature:: Multi-step reaction with 4 steps

1.1: triethylamine; di-n-butylboryl trifluoromethanesulfonate / dichloromethane / 1 h / -78 °C

1.2: -78 - 0 °C

2.1: 1H-imidazole / N,N-dimethyl-formamide

3.1: lithium borohydride / diethyl ether; water / 2.25 h / 0 - 20 °C

4.1: sodium hydrogencarbonate; Dess-Martin periodane / dichloromethane / 2 h / 20 °C

With 1H-imidazole; lithium borohydride; di-n-butylboryl trifluoromethanesulfonate; sodium hydrogencarbonate; Dess-Martin periodane; triethylamine; In diethyl ether; dichloromethane; water; N,N-dimethyl-formamide;
DOI:10.1039/c2ob26185e

Reference yield:

: 86318-61-8
(tert-butyldimethylsilyl)acetylene

: 1401337-71-0
(2S,3S)-5-(tert-butyldimethylsilyl)-3-(triphenylsilyloxy)-2-methylpent-4-ynal

Guidance literature:: Multi-step reaction with 5 steps

1.1: n-butyllithium / tetrahydrofuran / 0.33 h / 0 °C

1.2: 0 °C / Reflux

2.1: triethylamine; di-n-butylboryl trifluoromethanesulfonate / dichloromethane / 1 h / -78 °C

2.2: -78 - 0 °C

3.1: 1H-imidazole / N,N-dimethyl-formamide

4.1: lithium borohydride / diethyl ether; water / 2.25 h / 0 - 20 °C

5.1: sodium hydrogencarbonate; Dess-Martin periodane / dichloromethane / 2 h / 20 °C

With 1H-imidazole; lithium borohydride; n-butyllithium; di-n-butylboryl trifluoromethanesulfonate; sodium hydrogencarbonate; Dess-Martin periodane; triethylamine; In tetrahydrofuran; diethyl ether; dichloromethane; water; N,N-dimethyl-formamide;
DOI:10.1039/c2ob26185e