{(5R)-5-[(2R,4Z)-2-(benzyloxy)-8-(dimethylamino)oct-4-enyl]tetrahydrofuran-2-yl}acetonitrile

Base Information

Chemical Name:{(5R)-5-[(2R,4Z)-2-(benzyloxy)-8-(dimethylamino)oct-4-enyl]tetrahydrofuran-2-yl}acetonitrile
CAS No.:429619-24-9
Molecular Formula:C₂₃H₃₄N₂O₂
Molecular Weight:370.535
Hs Code.:

Synonyms:{(5R)-5-[(2R,4Z)-2-(benzyloxy)-8-(dimethylamino)oct-4-enyl]tetrahydrofuran-2-yl}acetonitrile

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Chemical Property of {(5R)-5-[(2R,4Z)-2-(benzyloxy)-8-(dimethylamino)oct-4-enyl]tetrahydrofuran-2-yl}acetonitrile

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Technology Process of {(5R)-5-[(2R,4Z)-2-(benzyloxy)-8-(dimethylamino)oct-4-enyl]tetrahydrofuran-2-yl}acetonitrile

There total 4 articles about {(5R)-5-[(2R,4Z)-2-(benzyloxy)-8-(dimethylamino)oct-4-enyl]tetrahydrofuran-2-yl}acetonitrile 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: 66.6%

: [4-(dimethylamino)butyl]triphenylphosphonium bromide hydrobromide

: 429618-38-2
{(5R)-5-[(2S)-2-(benzyloxy)-4-oxobutyl]tetrahydrofuran-2-yl}acetonitrile

: 429619-24-9
{(5R)-5-[(2R,4Z)-2-(benzyloxy)-8-(dimethylamino)oct-4-enyl]tetrahydrofuran-2-yl}acetonitrile

Guidance literature:: [4-(dimethylamino)butyl]triphenylphosphonium bromide hydrobromide; With sodium hexamethyldisilazane; In toluene;

{(5R)-5-[(2S)-2-(benzyloxy)-4-oxobutyl]tetrahydrofuran-2-yl}acetonitrile; In toluene; at -40 - 20 ℃;

Reference yield:

: (S)-3-Benzyloxy-4-((2R,5S)-5-iodomethyl-tetrahydro-furan-2-yl)-butyraldehyde

: 429619-24-9
{(5R)-5-[(2R,4Z)-2-(benzyloxy)-8-(dimethylamino)oct-4-enyl]tetrahydrofuran-2-yl}acetonitrile

Guidance literature:: Multi-step reaction with 4 steps

1.1: 95.5 percent / TsOH / benzene / 1.5 h / Heating

2.1: 97.7 percent / tetrahydrofuran / 48 h / Heating

3.1: HCl

4.1: NaN(SiMe₃)2 / toluene

4.2: 66.6 percent / toluene / -40 - 20 °C

With hydrogenchloride; sodium hexamethyldisilazane; toluene-4-sulfonic acid; In tetrahydrofuran; toluene; benzene; 2.1: Kolbe's nitrile synthesis / 4.2: Wittig reaction;

Reference yield:

: 429618-16-6
2-{(S)-2-(benzyloxy)-3-[(2R,5S)-5-(iodomethyl)tetrahydrofuran-2-yl]propyl}-1,3-dioxolane

: 429619-24-9
{(5R)-5-[(2R,4Z)-2-(benzyloxy)-8-(dimethylamino)oct-4-enyl]tetrahydrofuran-2-yl}acetonitrile

Guidance literature:: Multi-step reaction with 3 steps

1.1: 97.7 percent / tetrahydrofuran / 48 h / Heating

2.1: HCl

3.1: NaN(SiMe₃)2 / toluene

3.2: 66.6 percent / toluene / -40 - 20 °C

With hydrogenchloride; sodium hexamethyldisilazane; In tetrahydrofuran; toluene; 1.1: Kolbe's nitrile synthesis / 3.2: Wittig reaction;