N-tert-butyl-6-((R)-2,4-dihydroxybutyl)-2-hydroxy-3-((S)-2-methylbutyl)benzamide

Base Information

Chemical Name:N-tert-butyl-6-((R)-2,4-dihydroxybutyl)-2-hydroxy-3-((S)-2-methylbutyl)benzamide
CAS No.:1361332-15-1
Molecular Formula:C₂₀H₃₃NO₄
Molecular Weight:351.486
Hs Code.:

Synonyms:N-tert-butyl-6-((R)-2,4-dihydroxybutyl)-2-hydroxy-3-((S)-2-methylbutyl)benzamide

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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 N-tert-butyl-6-((R)-2,4-dihydroxybutyl)-2-hydroxy-3-((S)-2-methylbutyl)benzamide

Chemical Property:

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Technology Process of N-tert-butyl-6-((R)-2,4-dihydroxybutyl)-2-hydroxy-3-((S)-2-methylbutyl)benzamide

There total 7 articles about N-tert-butyl-6-((R)-2,4-dihydroxybutyl)-2-hydroxy-3-((S)-2-methylbutyl)benzamide 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: 94.0%

: 1361332-06-0
N-tert-butyl-6-[(R)-4-(tert-butyldimethylsilyloxy)-2-hydroxybutyl]-2-(methoxymethoxy)-3-((S)-2-methylbutyl)benzamide

: 1361332-15-1
N-tert-butyl-6-((R)-2,4-dihydroxybutyl)-2-hydroxy-3-((S)-2-methylbutyl)benzamide

Guidance literature:: With hydrogenchloride; In ethanol; water; at 50 ℃; for 2.5h;
DOI:10.1002/anie.201106435

Reference yield:

: 68314-54-5
1-bromo-2-(methoxymethoxy)benzene

: 1361332-15-1
N-tert-butyl-6-((R)-2,4-dihydroxybutyl)-2-hydroxy-3-((S)-2-methylbutyl)benzamide

Guidance literature:: Multi-step reaction with 4 steps

1.1: magnesium / tetrahydrofuran / Inert atmosphere; Reflux

1.2: 1.5 h / 0 °C

2.1: n-butyllithium; N,N,N,N,-tetramethylethylenediamine / diethyl ether; hexane / 5 h / -30 - -5 °C

2.2: -5 - 20 °C

3.1: n-butyllithium; N,N,N,N,-tetramethylethylenediamine / diethyl ether; hexane / 2 h / -78 - -40 °C / Inert atmosphere

3.2: -78 - -40 °C / Inert atmosphere

4.1: hydrogenchloride / ethanol; water / 2.5 h / 50 °C

With hydrogenchloride; n-butyllithium; N,N,N,N,-tetramethylethylenediamine; magnesium; In tetrahydrofuran; diethyl ether; ethanol; hexane; water; 1.1: Kumada coupling reaction / 1.2: Kumada coupling reaction;
DOI:10.1002/anie.201106435

Reference yield:

: 1361331-91-0
(S)-N-tert-butyl-2-(methoxymethoxy)-3-(2-methylbutyl)benzamide

: 1361332-15-1
N-tert-butyl-6-((R)-2,4-dihydroxybutyl)-2-hydroxy-3-((S)-2-methylbutyl)benzamide

Guidance literature:: Multi-step reaction with 2 steps

1.1: n-butyllithium; N,N,N,N,-tetramethylethylenediamine / diethyl ether; hexane / 2 h / -78 - -40 °C / Inert atmosphere

1.2: -78 - -40 °C / Inert atmosphere

2.1: hydrogenchloride / ethanol; water / 2.5 h / 50 °C

With hydrogenchloride; n-butyllithium; N,N,N,N,-tetramethylethylenediamine; In diethyl ether; ethanol; hexane; water;
DOI:10.1002/anie.201106435