N-((2R,3S,4R)-3,4-isopropylidenedioxy-1-((2-(hydroxymethyl)phenyl)thio)octadecan-2-yl)octanamide

Base Information

Chemical Name:N-((2R,3S,4R)-3,4-isopropylidenedioxy-1-((2-(hydroxymethyl)phenyl)thio)octadecan-2-yl)octanamide
CAS No.:1365757-14-7
Molecular Formula:C₃₆H₆₃NO₄S
Molecular Weight:605.967
Hs Code.:

Synonyms:N-((2R,3S,4R)-3,4-isopropylidenedioxy-1-((2-(hydroxymethyl)phenyl)thio)octadecan-2-yl)octanamide

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Chemical Property of N-((2R,3S,4R)-3,4-isopropylidenedioxy-1-((2-(hydroxymethyl)phenyl)thio)octadecan-2-yl)octanamide

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Technology Process of N-((2R,3S,4R)-3,4-isopropylidenedioxy-1-((2-(hydroxymethyl)phenyl)thio)octadecan-2-yl)octanamide

There total 8 articles about N-((2R,3S,4R)-3,4-isopropylidenedioxy-1-((2-(hydroxymethyl)phenyl)thio)octadecan-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: 66.0%

: 4521-31-7
o-hydroxymethyl thiophenol

: 1365757-08-9
1-((S)-2-((4S,5R)-2,2-dimethyl-5-tetradecyl-1,3-dioxolan-4-yl)aziridin-1-yl)octan-1-one

: 1365757-14-7
N-((2R,3S,4R)-3,4-isopropylidenedioxy-1-((2-(hydroxymethyl)phenyl)thio)octadecan-2-yl)octanamide

Guidance literature:: With 1,8-diazabicyclo[5.4.0]undec-7-ene; In acetonitrile; at 100 ℃; for 1.33333h; under 5171.77 Torr; regioselective reaction; Inert atmosphere; CEM Discover Focused Microwave reactor; Sealed vessel;
DOI:10.1016/j.tetlet.2012.02.066

Reference yield:

: 916159-68-7
(2S,3S,4R)-2-azido-1-(tert-butyldiphenylsilyloxy)octadecane-3,4-diol

: 1365757-14-7
N-((2R,3S,4R)-3,4-isopropylidenedioxy-1-((2-(hydroxymethyl)phenyl)thio)octadecan-2-yl)octanamide

Guidance literature:: Multi-step reaction with 6 steps

1: toluene-4-sulfonic acid / dichloromethane / 20 °C

2: tetrabutyl ammonium fluoride / tetrahydrofuran / 20 °C

3: triethylamine / tetrahydrofuran / 0 - 20 °C

4: N-ethyl-N,N-diisopropylamine; triphenylphosphine / tetrahydrofuran; water / 60 °C

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

6: 1,8-diazabicyclo[5.4.0]undec-7-ene / acetonitrile / 1.33 h / 100 °C / 5171.77 Torr / Inert atmosphere; CEM Discover Focused_.(TM). Microwave reactor; Sealed vessel

With tetrabutyl ammonium fluoride; toluene-4-sulfonic acid; 1,8-diazabicyclo[5.4.0]undec-7-ene; triethylamine; N-ethyl-N,N-diisopropylamine; triphenylphosphine; In tetrahydrofuran; dichloromethane; water; acetonitrile; 4: Staudinger reduction;
DOI:10.1016/j.tetlet.2012.02.066

Reference yield:

: 1085301-07-0
(S)‐2‐((4S,5R)‐2,2‐dimethyl‐5‐tetradecyl‐1,3‐dioxolan‐4‐yl)aziridine

: 1365757-14-7
N-((2R,3S,4R)-3,4-isopropylidenedioxy-1-((2-(hydroxymethyl)phenyl)thio)octadecan-2-yl)octanamide

Guidance literature:: Multi-step reaction with 2 steps

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

2: 1,8-diazabicyclo[5.4.0]undec-7-ene / acetonitrile / 1.33 h / 100 °C / 5171.77 Torr / Inert atmosphere; CEM Discover Focused_.(TM). Microwave reactor; Sealed vessel

With 1,8-diazabicyclo[5.4.0]undec-7-ene; triethylamine; In dichloromethane; acetonitrile;
DOI:10.1016/j.tetlet.2012.02.066