tert-butyl ((2S,3R,E)-5-(4-(tert-butyl)phenyl)-1,3-dihydroxypent-4-en-2-yl)carbamate

Base Information

Chemical Name:tert-butyl ((2S,3R,E)-5-(4-(tert-butyl)phenyl)-1,3-dihydroxypent-4-en-2-yl)carbamate
CAS No.:1332569-99-9
Molecular Formula:C₂₀H₃₁NO₄
Molecular Weight:349.47
Hs Code.:

Synonyms:tert-butyl ((2S,3R,E)-5-(4-(tert-butyl)phenyl)-1,3-dihydroxypent-4-en-2-yl)carbamate

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Chemical Property of tert-butyl ((2S,3R,E)-5-(4-(tert-butyl)phenyl)-1,3-dihydroxypent-4-en-2-yl)carbamate

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Technology Process of tert-butyl ((2S,3R,E)-5-(4-(tert-butyl)phenyl)-1,3-dihydroxypent-4-en-2-yl)carbamate

There total 6 articles about tert-butyl ((2S,3R,E)-5-(4-(tert-butyl)phenyl)-1,3-dihydroxypent-4-en-2-yl)carbamate 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: 60.0%

: 1332569-97-7
tert-butyl (2S,3R)-5-(4-tert-butylphenyl)-1,3-dihydroxypent-4-yn-2-ylcarbamate

: 1332569-99-9
tert-butyl ((2S,3R,E)-5-(4-(tert-butyl)phenyl)-1,3-dihydroxypent-4-en-2-yl)carbamate

Guidance literature:: tert-butyl (2S,3R)-5-(4-tert-butylphenyl)-1,3-dihydroxypent-4-yn-2-ylcarbamate; With sodium bis(2-methoxyethoxy)aluminium dihydride; In tetrahydrofuran; at 0 - 20 ℃; for 9h; Inert atmosphere;

With methanol; In tetrahydrofuran; toluene; at 0 ℃; Inert atmosphere;
DOI:10.1021/ol202064j

Reference yield:

: 1332569-84-2
(R)-3-(4-tert-butylphenyl)-1-((S)-2-oxooxazolidin-4-yl)prop-2-ynyl benzoate

: 1332569-99-9
tert-butyl ((2S,3R,E)-5-(4-(tert-butyl)phenyl)-1,3-dihydroxypent-4-en-2-yl)carbamate

Guidance literature:: Multi-step reaction with 3 steps

1.1: dmap; triethylamine / dichloromethane / 20 °C / Inert atmosphere

2.1: water; lithium hydroxide / 1,4-dioxane / 1.5 h / 20 °C / Inert atmosphere

3.1: sodium bis(2-methoxyethoxy)aluminium dihydride / tetrahydrofuran / 9 h / 0 - 20 °C / Inert atmosphere

3.2: 0 °C / Inert atmosphere

With dmap; water; triethylamine; sodium bis(2-methoxyethoxy)aluminium dihydride; lithium hydroxide; In tetrahydrofuran; 1,4-dioxane; dichloromethane;
DOI:10.1021/ol202064j

Reference yield:

: 1332569-95-5
(S)-tert-butyl 4-((R)-1-(benzoyloxy)-3-(4-tert-butylphenyl)prop-2-ynyl)-2-oxooxazolidine-3-carboxylate

: 1332569-99-9
tert-butyl ((2S,3R,E)-5-(4-(tert-butyl)phenyl)-1,3-dihydroxypent-4-en-2-yl)carbamate

Guidance literature:: Multi-step reaction with 2 steps

1.1: water; lithium hydroxide / 1,4-dioxane / 1.5 h / 20 °C / Inert atmosphere

2.1: sodium bis(2-methoxyethoxy)aluminium dihydride / tetrahydrofuran / 9 h / 0 - 20 °C / Inert atmosphere

2.2: 0 °C / Inert atmosphere

With water; sodium bis(2-methoxyethoxy)aluminium dihydride; lithium hydroxide; In tetrahydrofuran; 1,4-dioxane;
DOI:10.1021/ol202064j