(2S,3R,E)-2-azido-1-((tert-butyldiphenylsilyl)oxy)-3-(methoxymethoxy)octadec-4-en

Base Information

Chemical Name:(2S,3R,E)-2-azido-1-((tert-butyldiphenylsilyl)oxy)-3-(methoxymethoxy)octadec-4-en
CAS No.:1571918-33-6
Molecular Formula:C₃₆H₅₇N₃O₃Si
Molecular Weight:607.952
Hs Code.:

Synonyms:(2S,3R,E)-2-azido-1-((tert-butyldiphenylsilyl)oxy)-3-(methoxymethoxy)octadec-4-en

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Chemical Property of (2S,3R,E)-2-azido-1-((tert-butyldiphenylsilyl)oxy)-3-(methoxymethoxy)octadec-4-en

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Technology Process of (2S,3R,E)-2-azido-1-((tert-butyldiphenylsilyl)oxy)-3-(methoxymethoxy)octadec-4-en

There total 2 articles about (2S,3R,E)-2-azido-1-((tert-butyldiphenylsilyl)oxy)-3-(methoxymethoxy)octadec-4-en 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: 89.0%

: 916159-70-1
(2S,3R)-(E)-2-azido-1-(tert-butyldiphenylsilyloxy)octadec-4-en-3-ol

: 107-30-2
chloromethyl methyl ether

: 1571918-33-6
(2S,3R,E)-2-azido-1-((tert-butyldiphenylsilyl)oxy)-3-(methoxymethoxy)octadec-4-en

Guidance literature:: With N-ethyl-N,N-diisopropylamine; In dichloromethane; at 0 - 20 ℃; 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

: 1571918-33-6
(2S,3R,E)-2-azido-1-((tert-butyldiphenylsilyl)oxy)-3-(methoxymethoxy)octadec-4-en

Guidance literature:: Multi-step reaction with 2 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

With tetrabutyl ammonium fluoride; 1,8-diazabicyclo[5.4.0]undec-7-ene; N-ethyl-N,N-diisopropylamine; In dichloromethane; toluene;
DOI:10.1021/jo500061w

Reference yield:

: 1571918-33-6
(2S,3R,E)-2-azido-1-((tert-butyldiphenylsilyl)oxy)-3-(methoxymethoxy)octadec-4-en

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

Guidance literature:: Multi-step reaction with 5 steps

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

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

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

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

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

5.2: 36 h / 80 °C / Inert atmosphere

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