N-((2S,3R,E)-1-(benzyl(2-hydroxyethyl)amino)-3-hydroxyoctadec-4-en-2-yl)octanamide

Base Information

Chemical Name:N-((2S,3R,E)-1-(benzyl(2-hydroxyethyl)amino)-3-hydroxyoctadec-4-en-2-yl)octanamide
CAS No.:1571919-08-8
Molecular Formula:C₃₅H₆₂N₂O₃
Molecular Weight:558.889
Hs Code.:

Synonyms:N-((2S,3R,E)-1-(benzyl(2-hydroxyethyl)amino)-3-hydroxyoctadec-4-en-2-yl)octanamide

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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-((2S,3R,E)-1-(benzyl(2-hydroxyethyl)amino)-3-hydroxyoctadec-4-en-2-yl)octanamide

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Technology Process of N-((2S,3R,E)-1-(benzyl(2-hydroxyethyl)amino)-3-hydroxyoctadec-4-en-2-yl)octanamide

There total 8 articles about N-((2S,3R,E)-1-(benzyl(2-hydroxyethyl)amino)-3-hydroxyoctadec-4-en-2-yl)octanamide 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: 83.0%

: 1571919-07-7
N-((2S,3R,E)-1-(benzyl(2-hydroxyethyl)amino)-3-(methoxymethoxy)octadec-4-en-2-yl) octanamide

: 1571919-08-8
N-((2S,3R,E)-1-(benzyl(2-hydroxyethyl)amino)-3-hydroxyoctadec-4-en-2-yl)octanamide

Guidance literature:: With hydrogenchloride; In methanol; at 64 ℃; for 1h; Inert atmosphere;
DOI:10.1021/jo500061w

Reference yield:

: 916159-69-8
[(S)-2-azido-2-((4S,5R)-2,2-dioxo-5-tetradecyl-2λ⁶-[1,3,2]dioxathiolan-4-yl)ethoxy]-tert-butyldiphenylsilane

: 1571919-08-8
N-((2S,3R,E)-1-(benzyl(2-hydroxyethyl)amino)-3-hydroxyoctadec-4-en-2-yl)octanamide

Guidance literature:: Multi-step reaction with 8 steps

1.1: tetrabutyl ammonium fluoride; 1,8-diazabicyclo[5.4.0]undec-7-ene / toluene / 2 h / Inert atmosphere; Reflux

1.2: 20 °C / pH 2 / Inert atmosphere

2.1: N-ethyl-N,N-diisopropylamine / dichloromethane / 0 - 20 °C / Inert atmosphere

3.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 2 h / 20 °C / Inert atmosphere

4.1: triethylamine / dichloromethane / 5 h / 0 - 20 °C / Inert atmosphere

5.1: N-ethyl-N,N-diisopropylamine; triphenylphosphine / tetrahydrofuran; water / 4 h / 20 °C / Inert atmosphere

6.1: triethylamine / dichloromethane / -10 - 20 °C / Inert atmosphere

7.1: lithium perchlorate / acetonitrile / 0.5 h / Inert atmosphere

7.2: 36 h / 80 °C / Inert atmosphere

8.1: hydrogenchloride / methanol / 1 h / 64 °C / Inert atmosphere

With hydrogenchloride; tetrabutyl ammonium fluoride; lithium perchlorate; 1,8-diazabicyclo[5.4.0]undec-7-ene; triethylamine; N-ethyl-N,N-diisopropylamine; triphenylphosphine; In tetrahydrofuran; methanol; dichloromethane; water; toluene; acetonitrile;
DOI:10.1021/jo500061w

Reference yield:

: 1571918-34-7
(2S,3R,E)-2-azido-3-(methoxymethoxy)octadec-4-en-1-ol

: 1571919-08-8
N-((2S,3R,E)-1-(benzyl(2-hydroxyethyl)amino)-3-hydroxyoctadec-4-en-2-yl)octanamide

Guidance literature:: Multi-step reaction with 5 steps

1.1: triethylamine / dichloromethane / 5 h / 0 - 20 °C / Inert atmosphere

2.1: N-ethyl-N,N-diisopropylamine; triphenylphosphine / tetrahydrofuran; water / 4 h / 20 °C / Inert atmosphere

3.1: triethylamine / dichloromethane / -10 - 20 °C / Inert atmosphere

4.1: lithium perchlorate / acetonitrile / 0.5 h / Inert atmosphere

4.2: 36 h / 80 °C / Inert atmosphere

5.1: hydrogenchloride / methanol / 1 h / 64 °C / Inert atmosphere

With hydrogenchloride; lithium perchlorate; triethylamine; N-ethyl-N,N-diisopropylamine; triphenylphosphine; In tetrahydrofuran; methanol; dichloromethane; water; acetonitrile;
DOI:10.1021/jo500061w