tert-butyl (1S,2R)-2-(tert-butyldimethylsilyloxy)-1-cyclohexylpent-4-enylcarbamate

Base Information

Chemical Name:tert-butyl (1S,2R)-2-(tert-butyldimethylsilyloxy)-1-cyclohexylpent-4-enylcarbamate
CAS No.:1337862-67-5
Molecular Formula:C₂₂H₄₃NO₃Si
Molecular Weight:397.674
Hs Code.:

Synonyms:tert-butyl (1S,2R)-2-(tert-butyldimethylsilyloxy)-1-cyclohexylpent-4-enylcarbamate

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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 tert-butyl (1S,2R)-2-(tert-butyldimethylsilyloxy)-1-cyclohexylpent-4-enylcarbamate

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Technology Process of tert-butyl (1S,2R)-2-(tert-butyldimethylsilyloxy)-1-cyclohexylpent-4-enylcarbamate

There total 2 articles about tert-butyl (1S,2R)-2-(tert-butyldimethylsilyloxy)-1-cyclohexylpent-4-enylcarbamate 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:

: 864801-48-9
tert-butyl (S)-(1-cyclohexyl-2-(methoxy(methyl)amino)-2-oxoethyl)carbamate

: 1337862-67-5
tert-butyl (1S,2R)-2-(tert-butyldimethylsilyloxy)-1-cyclohexylpent-4-enylcarbamate

Guidance literature:: Multi-step reaction with 3 steps

1: tetrahydrofuran / 5 h / -20 - 0 °C / Inert atmosphere

2: lithium tri-t-butoxyaluminum hydride / ethanol / 2 h / -78 °C / Inert atmosphere

3: 1H-imidazole; dmap / N,N-dimethyl-formamide / 0 - 20 °C

With 1H-imidazole; dmap; lithium tri-t-butoxyaluminum hydride; In tetrahydrofuran; ethanol; N,N-dimethyl-formamide;
DOI:10.1016/j.tet.2011.07.049

Reference yield:

: 1337862-59-5
(S)-tert-butyl 1-cyclohexyl-2-oxopent-4-enylcarbamate

: 1337862-67-5
tert-butyl (1S,2R)-2-(tert-butyldimethylsilyloxy)-1-cyclohexylpent-4-enylcarbamate

Guidance literature:: Multi-step reaction with 2 steps

1: lithium tri-t-butoxyaluminum hydride / ethanol / 2 h / -78 °C / Inert atmosphere

2: 1H-imidazole; dmap / N,N-dimethyl-formamide / 0 - 20 °C

With 1H-imidazole; dmap; lithium tri-t-butoxyaluminum hydride; In ethanol; N,N-dimethyl-formamide;
DOI:10.1016/j.tet.2011.07.049

Reference yield: 69.0%

: 1337862-67-5
tert-butyl (1S,2R)-2-(tert-butyldimethylsilyloxy)-1-cyclohexylpent-4-enylcarbamate

: 1337862-74-4
(2S,3R)-tert-butyl 3-(tert-butyldimethylsilyloxy)-2-cyclohexyl-5-oxopyrrolidine-1-carboxylate

Guidance literature:: With sodium periodate; ruthenium(III) trichloride hydrate; In tetrachloromethane; water; acetonitrile; at 20 ℃; for 16h;
DOI:10.1016/j.tet.2011.07.049