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

Base Information

Chemical Name:tert-butyl (2S,3R)-5-(4-tert-butylphenyl)-1,3-dihydroxypent-4-yn-2-ylcarbamate
CAS No.:1332569-97-7
Molecular Formula:C₂₀H₂₉NO₄
Molecular Weight:347.455
Hs Code.:

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

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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 (2S,3R)-5-(4-tert-butylphenyl)-1,3-dihydroxypent-4-yn-2-ylcarbamate

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Technology Process of tert-butyl (2S,3R)-5-(4-tert-butylphenyl)-1,3-dihydroxypent-4-yn-2-ylcarbamate

There total 5 articles about tert-butyl (2S,3R)-5-(4-tert-butylphenyl)-1,3-dihydroxypent-4-yn-2-ylcarbamate 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: 73.0%

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

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

Guidance literature:: With water; lithium hydroxide; In 1,4-dioxane; at 20 ℃; for 1.5h; 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

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

Guidance literature:: Multi-step reaction with 2 steps

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

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

With dmap; water; triethylamine; lithium hydroxide; In 1,4-dioxane; dichloromethane;
DOI:10.1021/ol202064j

Reference yield:

: 1332569-78-4
(R)-1-((S)-2-oxooxazolidin-4-yl)prop-2-ynyl benzoate

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

Guidance literature:: Multi-step reaction with 3 steps

1: piperidine; copper(l) iodide; tetrakis(triphenylphosphine) palladium⁽⁰⁾ / tetrahydrofuran / 1.5 h / 20 °C / Inert atmosphere

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

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

With piperidine; dmap; copper(l) iodide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; water; triethylamine; lithium hydroxide; In tetrahydrofuran; 1,4-dioxane; dichloromethane; 1: Sonogashira coupling;
DOI:10.1021/ol202064j