(5E,9E)-5,9-Dimethyl-12-(2-oxo-2,5-dihydro-furan-3-yl)-dodeca-5,9-dieneselenoic acid Se-phenyl ester

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Chemical Name:(5E,9E)-5,9-Dimethyl-12-(2-oxo-2,5-dihydro-furan-3-yl)-dodeca-5,9-dieneselenoic acid Se-phenyl ester
CAS No.:179112-71-1
Molecular Formula:C₂₄H₃₀O₃Se
Molecular Weight:445.46
Hs Code.:

Synonyms:(5E,9E)-5,9-Dimethyl-12-(2-oxo-2,5-dihydro-furan-3-yl)-dodeca-5,9-dieneselenoic acid Se-phenyl ester

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Chemical Property of (5E,9E)-5,9-Dimethyl-12-(2-oxo-2,5-dihydro-furan-3-yl)-dodeca-5,9-dieneselenoic acid Se-phenyl ester

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Technology Process of (5E,9E)-5,9-Dimethyl-12-(2-oxo-2,5-dihydro-furan-3-yl)-dodeca-5,9-dieneselenoic acid Se-phenyl ester

There total 11 articles about (5E,9E)-5,9-Dimethyl-12-(2-oxo-2,5-dihydro-furan-3-yl)-dodeca-5,9-dieneselenoic acid Se-phenyl ester 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: 86.0%

: 71098-88-9
N-phenylselanylphthalimide

: 179112-65-3
(5E,9E)-5,9-Dimethyl-12-(2-oxo-2,5-dihydro-furan-3-yl)-dodeca-5,9-dienoic acid

: 179112-71-1
(5E,9E)-5,9-Dimethyl-12-(2-oxo-2,5-dihydro-furan-3-yl)-dodeca-5,9-dieneselenoic acid Se-phenyl ester

Guidance literature:: With tributylphosphine; at -30 ℃;
DOI:10.1016/0040-4039(96)00740-X

Reference yield:

: 127895-40-3
(E)-8-bromo-5-methyloct-5-en-1-ol

: 179112-71-1
(5E,9E)-5,9-Dimethyl-12-(2-oxo-2,5-dihydro-furan-3-yl)-dodeca-5,9-dieneselenoic acid Se-phenyl ester

Guidance literature:: Multi-step reaction with 11 steps

1: 95 percent / pyridinium toluene-p-sulfonate / CH₂Cl₂ / 4 h / Ambient temperature

2: 80 percent / Li / tetrahydrofuran / 4 h / 0 °C

3: 27 percent / 48percent HBr / 1 h / -20 °C

4: 85 percent / pyridinium toluene-p-sulfonate / CH₂Cl₂ / 18 h / Ambient temperature

5: 89 percent / NaI / acetone / 48 h / Ambient temperature

6: 71 percent / 1.) LDA, 2.) HMPA / tetrahydrofuran / 1.) -50 deg C, 2 h, 2.) -78 deg C, 1 h; room temp., overnight

7: MCPBA / CH₂Cl₂ / 3 h / 0 °C

8: 61 percent / CaCO₃ / toluene / 3 h / Heating

9: 89 percent / Dess-Martin periodinate / CH₂Cl₂ / 1 h / Ambient temperature

10: 82 percent / NaH₂PO₄, NaClO₂, 2-methylbut-2-ene / H₂O; 2-methyl-propan-2-ol / 5 h / Ambient temperature

11: 80 percent / Bu₃P / CH₂Cl₂ / 3 h / -30 °C

With N,N,N,N,N,N-hexamethylphosphoric triamide; sodium chlorite; sodium dihydrogenphosphate; 2-methyl-but-2-ene; tributylphosphine; hydrogen bromide; pyridinium p-toluenesulfonate; lithium; Dess-Martin periodane; 3-chloro-benzenecarboperoxoic acid; calcium carbonate; sodium iodide; lithium diisopropyl amide; In tetrahydrofuran; dichloromethane; water; acetone; toluene; tert-butyl alcohol;
DOI:10.1039/a708042e

Reference yield:

: 204275-51-4
(E)-2-Cyclopropyl-6-methyl-10-(tetrahydro-pyran-2-yloxy)-dec-5-en-2-ol

: 179112-71-1
(5E,9E)-5,9-Dimethyl-12-(2-oxo-2,5-dihydro-furan-3-yl)-dodeca-5,9-dieneselenoic acid Se-phenyl ester

Guidance literature:: Multi-step reaction with 9 steps

1: 27 percent / 48percent HBr / 1 h / -20 °C

2: 85 percent / pyridinium toluene-p-sulfonate / CH₂Cl₂ / 18 h / Ambient temperature

3: 89 percent / NaI / acetone / 48 h / Ambient temperature

4: 71 percent / 1.) LDA, 2.) HMPA / tetrahydrofuran / 1.) -50 deg C, 2 h, 2.) -78 deg C, 1 h; room temp., overnight

5: MCPBA / CH₂Cl₂ / 3 h / 0 °C

6: 61 percent / CaCO₃ / toluene / 3 h / Heating

7: 89 percent / Dess-Martin periodinate / CH₂Cl₂ / 1 h / Ambient temperature

8: 82 percent / NaH₂PO₄, NaClO₂, 2-methylbut-2-ene / H₂O; 2-methyl-propan-2-ol / 5 h / Ambient temperature

9: 80 percent / Bu₃P / CH₂Cl₂ / 3 h / -30 °C

With N,N,N,N,N,N-hexamethylphosphoric triamide; sodium chlorite; sodium dihydrogenphosphate; 2-methyl-but-2-ene; tributylphosphine; hydrogen bromide; pyridinium p-toluenesulfonate; Dess-Martin periodane; 3-chloro-benzenecarboperoxoic acid; calcium carbonate; sodium iodide; lithium diisopropyl amide; In tetrahydrofuran; dichloromethane; water; acetone; toluene; tert-butyl alcohol;
DOI:10.1039/a708042e