(S,E)-3-azido-3-(hydroxymethyl)-5-(4-octylphenyl)pent-1-enylphosphonic acid

Base Information

Chemical Name:(S,E)-3-azido-3-(hydroxymethyl)-5-(4-octylphenyl)pent-1-enylphosphonic acid
CAS No.:1430811-61-2
Molecular Formula:C₂₀H₃₂N₃O₄P
Molecular Weight:409.466
Hs Code.:

Synonyms:(S,E)-3-azido-3-(hydroxymethyl)-5-(4-octylphenyl)pent-1-enylphosphonic acid

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Chemical Property of (S,E)-3-azido-3-(hydroxymethyl)-5-(4-octylphenyl)pent-1-enylphosphonic acid

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Technology Process of (S,E)-3-azido-3-(hydroxymethyl)-5-(4-octylphenyl)pent-1-enylphosphonic acid

There total 9 articles about (S,E)-3-azido-3-(hydroxymethyl)-5-(4-octylphenyl)pent-1-enylphosphonic acid 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: 100.0%

: 1430811-69-0
(S,E)-dimethyl 3-azido-3-(hydroxymethyl)-5-(4-octylphenyl)pent-1-enylphosphonate

: 1430811-61-2
(S,E)-3-azido-3-(hydroxymethyl)-5-(4-octylphenyl)pent-1-enylphosphonic acid

Guidance literature:: (S,E)-dimethyl 3-azido-3-(hydroxymethyl)-5-(4-octylphenyl)pent-1-enylphosphonate; With trimethylsilyl bromide; In dichloromethane; at 20 ℃; for 6h; Inert atmosphere;

With methanol; for 1h; Inert atmosphere;
DOI:10.1016/j.bmc.2013.02.042

Reference yield:

: 49763-66-8
4-octylbenzaldehyde

: 1430811-61-2
(S,E)-3-azido-3-(hydroxymethyl)-5-(4-octylphenyl)pent-1-enylphosphonic acid

Guidance literature:: Multi-step reaction with 8 steps

1.1: n-butyllithium / tetrahydrofuran / 3 h / -78 °C / Inert atmosphere

1.2: 2 h / -78 - 20 °C / Inert atmosphere

2.1: tetrahydrofuran / 1 h / 0 - 20 °C / Inert atmosphere

3.1: sodium hydroxide / tetrahydrofuran; water / 1 h / 0 - 20 °C / Inert atmosphere

3.2: 3 h / 60 °C / Inert atmosphere

4.1: hydrogenchloride; water / methanol / 1 h / 20 °C / Inert atmosphere

5.1: titanium(IV) isopropylate; D-(-)-diisopropyl tartrate / Inert atmosphere

5.2: 2 h / 20 °C / Inert atmosphere

6.1: potassium carbonate / water; isopropyl alcohol / 0 - 20 °C / Inert atmosphere

7.1: ammonium chloride; sodium azide / ethanol / 1 h / 100 °C / Inert atmosphere; Microwave irradiation

8.1: trimethylsilyl bromide / dichloromethane / 6 h / 20 °C / Inert atmosphere

8.2: 1 h / Inert atmosphere

With titanium(IV) isopropylate; hydrogenchloride; n-butyllithium; sodium azide; trimethylsilyl bromide; water; potassium carbonate; D-(-)-diisopropyl tartrate; ammonium chloride; sodium hydroxide; In tetrahydrofuran; methanol; ethanol; dichloromethane; water; isopropyl alcohol; 1.2: |Wittig Olefination / 3.2: |Suzuki Coupling / 5.1: |Sharpless Asymmetric Epoxidation / 5.2: |Dess-Martin Oxidation / 6.1: |Horner-Wadsworth-Emmons Olefination;
DOI:10.1016/j.bmc.2013.02.042

Reference yield:

: 1430811-66-7
(S)-2-(4-octylphenethyl)oxirane-2-carboxaldehyde

: 1430811-61-2
(S,E)-3-azido-3-(hydroxymethyl)-5-(4-octylphenyl)pent-1-enylphosphonic acid

Guidance literature:: Multi-step reaction with 3 steps

1.1: potassium carbonate / water; isopropyl alcohol / 0 - 20 °C / Inert atmosphere

2.1: ammonium chloride; sodium azide / ethanol / 1 h / 100 °C / Inert atmosphere; Microwave irradiation

3.1: trimethylsilyl bromide / dichloromethane / 6 h / 20 °C / Inert atmosphere

3.2: 1 h / Inert atmosphere

With sodium azide; trimethylsilyl bromide; potassium carbonate; ammonium chloride; In ethanol; dichloromethane; water; isopropyl alcohol; 1.1: |Horner-Wadsworth-Emmons Olefination;
DOI:10.1016/j.bmc.2013.02.042