(S,E)-dimethyl 3-amino-3-(hydroxymethyl)-5-(4-octylphenyl)pent-1-enylphosphonate

Base Information

Chemical Name:(S,E)-dimethyl 3-amino-3-(hydroxymethyl)-5-(4-octylphenyl)pent-1-enylphosphonate
CAS No.:1142015-24-4
Molecular Formula:C₂₂H₃₈NO₄P
Molecular Weight:411.522
Hs Code.:

Synonyms:(S,E)-dimethyl 3-amino-3-(hydroxymethyl)-5-(4-octylphenyl)pent-1-enylphosphonate

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Chemical Property of (S,E)-dimethyl 3-amino-3-(hydroxymethyl)-5-(4-octylphenyl)pent-1-enylphosphonate

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Technology Process of (S,E)-dimethyl 3-amino-3-(hydroxymethyl)-5-(4-octylphenyl)pent-1-enylphosphonate

There total 9 articles about (S,E)-dimethyl 3-amino-3-(hydroxymethyl)-5-(4-octylphenyl)pent-1-enylphosphonate 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: 90.0%

: 1142015-21-1
dimethyl (3S)-3-(2'-(trichloromethyl)-4',5'-dihydrooxazol-5-yl)-5-(4''-octylphenyl)-pent-(1E)-enylphosphonate

: 1142015-24-4
(S,E)-dimethyl 3-amino-3-(hydroxymethyl)-5-(4-octylphenyl)pent-1-enylphosphonate

Guidance literature:: dimethyl (3S)-3-(2'-(trichloromethyl)-4',5'-dihydrooxazol-5-yl)-5-(4''-octylphenyl)-pent-(1E)-enylphosphonate; With hydrogenchloride; water; In tetrahydrofuran; at 20 ℃;

With sodium carbonate; In chloroform; water; at 20 ℃;
DOI:10.1021/jo900023u

Reference yield: 17.0%

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

: 1142015-24-4
(S,E)-dimethyl 3-amino-3-(hydroxymethyl)-5-(4-octylphenyl)pent-1-enylphosphonate

: 1142015-13-1
(S)-FTY₇₂₀-ene-phosphonate

Guidance literature:: (S,E)-dimethyl 3-azido-3-(hydroxymethyl)-5-(4-octylphenyl)pent-1-enylphosphonate; With tin(ll) chloride; In methanol; at 20 ℃; Inert atmosphere;

With sodium hydrogencarbonate; sodium hydroxide; In diethyl ether; water; Inert atmosphere;
DOI:10.1016/j.bmc.2013.02.042

Reference yield:

: 49763-66-8
4-octylbenzaldehyde

: 1142015-24-4
(S,E)-dimethyl 3-amino-3-(hydroxymethyl)-5-(4-octylphenyl)pent-1-enylphosphonate

: 1142015-13-1
(S)-FTY₇₂₀-ene-phosphonate

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: water; isopropyl alcohol / Inert atmosphere

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

8.1: tin(ll) chloride / methanol / 20 °C / Inert atmosphere

8.2: Inert atmosphere

With titanium(IV) isopropylate; hydrogenchloride; n-butyllithium; sodium azide; water; D-(-)-diisopropyl tartrate; ammonium chloride; tin(ll) chloride; sodium hydroxide; In tetrahydrofuran; methanol; ethanol; 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