(6Z,10E,14E,18E)-22,23-epoxy-2,10,15,19,23-pentamethyl-6-vinyl-2,6,10,14,18-tetracosapentaene

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Chemical Name:(6Z,10E,14E,18E)-22,23-epoxy-2,10,15,19,23-pentamethyl-6-vinyl-2,6,10,14,18-tetracosapentaene
CAS No.:137846-76-5
Molecular Formula:C₃₁H₅₀O
Molecular Weight:438.737
Hs Code.:

Synonyms:

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Chemical Property of (6Z,10E,14E,18E)-22,23-epoxy-2,10,15,19,23-pentamethyl-6-vinyl-2,6,10,14,18-tetracosapentaene

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Technology Process of (6Z,10E,14E,18E)-22,23-epoxy-2,10,15,19,23-pentamethyl-6-vinyl-2,6,10,14,18-tetracosapentaene

There total 17 articles about (6Z,10E,14E,18E)-22,23-epoxy-2,10,15,19,23-pentamethyl-6-vinyl-2,6,10,14,18-tetracosapentaene 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:

: 56882-09-8
(4E,8E,12E)-4,9,13,17-Tetramethyloctadeca-4,8,12,16-tetraen-1-al

: 137846-76-5,145919-42-2
(6Z,10E,14E,18E)-22,23-epoxy-2,10,15,19,23-pentamethyl-6-vinyl-2,6,10,14,18-tetracosapentaene

Guidance literature:: Multi-step reaction with 8 steps

1: 86 percent / p-TsOH*H₂O / benzene / 4 h / Heating

2: 41 percent / aq. NBS / tetrahydrofuran / 0.25 h / 0 °C

3: 72 percent / PdCl₂(CH₃CN)2 / acetone / 8 h

4: 73 percent / K₂CO₃ / methanol / 2 h / Ambient temperature

5: 1.) 18-crown-6, <(CH₃)3Si>2NK / 1.) THF, toluene, -80 deg C, 30 min, 2.) THF, toluene, a) -80 deg C, 2 h, b) -40 deg C, 15 min

6: 94 percent / LiAlH₄ / diethyl ether / 0.5 h / -30 °C

7: 88 percent / Na₂CO₃, MnO₂ / hexane / 4 h / 5 °C

8: 1.) n-BuLi / 1.) THF, hexane, -20 deg C, 30 min, 2.) THF, hexane, a) -80 deg C, 30 min, b) RT, 30 min

With manganese(IV) oxide; dichloro bis(acetonitrile) palladium(II); N-Bromosuccinimide; lithium aluminium tetrahydride; n-butyllithium; 18-crown-6 ether; potassium hexamethylsilazane; sodium carbonate; potassium carbonate; toluene-4-sulfonic acid; In tetrahydrofuran; methanol; diethyl ether; hexane; acetone; benzene;
DOI:10.1021/jm970534j

Reference yield:

: 137846-80-1
(2Z,6E,10E,14E)-18,19-epoxy-6,11,15,19-tetramethyl-2-(4-methyl-3-pentenyl)-2,6,10,14-icosatetraen-1-ol

: 137846-76-5,145919-42-2
(6Z,10E,14E,18E)-22,23-epoxy-2,10,15,19,23-pentamethyl-6-vinyl-2,6,10,14,18-tetracosapentaene

Guidance literature:: Multi-step reaction with 2 steps

1: 88 percent / Na₂CO₃, MnO₂ / hexane / 4 h / 5 °C

2: 1.) n-BuLi / 1.) THF, hexane, -20 deg C, 30 min, 2.) THF, hexane, a) -80 deg C, 30 min, b) RT, 30 min

With manganese(IV) oxide; n-butyllithium; sodium carbonate; In hexane;
DOI:10.1021/jm970534j

Reference yield:

: 111-02-4
2,6,10,15,19,23-hexamethyltetracosa-2,6,10,14,18,22-hexaene

: 137846-76-5,145919-42-2
(6Z,10E,14E,18E)-22,23-epoxy-2,10,15,19,23-pentamethyl-6-vinyl-2,6,10,14,18-tetracosapentaene

Guidance literature:: Multi-step reaction with 7 steps

1: 86 percent / H₅IO₆ / tetrahydrofuran; H₂O / 10 h / 0 - 20 °C

2: 96 percent / KN(TMS)2, 18-crown-6- / 2 h / -78 °C

3: LiAlH₄ / 1 h / 0 °C

4: 11 percent / N-bromosuccinimide / tetrahydrofuran; H₂O / 3 h / 0 °C

5: K₂CO₃ / methanol / 0.5 h / 20 °C

6: MnO₂, Na₂CO₃ / hexane / 35 h / 20 °C

7: 1 h / -78 - 0 °C

With manganese(IV) oxide; N-Bromosuccinimide; lithium aluminium tetrahydride; 18-crown-6 ether; potassium hexamethylsilazane; sodium carbonate; potassium carbonate; periodic acid; In tetrahydrofuran; methanol; hexane; water;
DOI:10.1021/ja00025a043