tert-butyl (1S,2R)-1-cyclohexyl-2-hydroxypent-4-enylcarbamate

Base Information

Chemical Name:tert-butyl (1S,2R)-1-cyclohexyl-2-hydroxypent-4-enylcarbamate
CAS No.:1337862-61-9
Molecular Formula:C₁₆H₂₉NO₃
Molecular Weight:283.411
Hs Code.:

Synonyms:tert-butyl (1S,2R)-1-cyclohexyl-2-hydroxypent-4-enylcarbamate

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Chemical Property of tert-butyl (1S,2R)-1-cyclohexyl-2-hydroxypent-4-enylcarbamate

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Technology Process of tert-butyl (1S,2R)-1-cyclohexyl-2-hydroxypent-4-enylcarbamate

There total 2 articles about tert-butyl (1S,2R)-1-cyclohexyl-2-hydroxypent-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: 87.0%

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

: 1337862-61-9
tert-butyl (1S,2R)-1-cyclohexyl-2-hydroxypent-4-enylcarbamate

Guidance literature:: With lithium tri-t-butoxyaluminum hydride; In ethanol; at -78 ℃; for 2h; optical yield given as %de; diastereoselective reaction; Inert atmosphere;
DOI:10.1016/j.tet.2011.07.049

Reference yield:

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

: 1337862-61-9
tert-butyl (1S,2R)-1-cyclohexyl-2-hydroxypent-4-enylcarbamate

Guidance literature:: Multi-step reaction with 2 steps

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

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

With lithium tri-t-butoxyaluminum hydride; In tetrahydrofuran; ethanol;
DOI:10.1016/j.tet.2011.07.049

Reference yield:

: 1337862-61-9
tert-butyl (1S,2R)-1-cyclohexyl-2-hydroxypent-4-enylcarbamate

: 18162-48-6
tert-butyldimethylsilyl chloride

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

Guidance literature:: Multi-step reaction with 2 steps

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

2: sodium periodate; ruthenium(III) trichloride hydrate / tetrachloromethane; water; acetonitrile / 16 h / 20 °C

With 1H-imidazole; dmap; sodium periodate; ruthenium(III) trichloride hydrate; In tetrachloromethane; water; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1016/j.tet.2011.07.049