3-[(3E,7E)-4,8-Dimethyl-12-(tetrahydro-pyran-2-yloxy)-dodeca-3,7-dienyl]-3-phenylsulfanyl-dihydro-furan-2-one

Base Information

Chemical Name:3-[(3E,7E)-4,8-Dimethyl-12-(tetrahydro-pyran-2-yloxy)-dodeca-3,7-dienyl]-3-phenylsulfanyl-dihydro-furan-2-one
CAS No.:204275-52-5
Molecular Formula:C₂₉H₄₂O₄S
Molecular Weight:486.716
Hs Code.:

Synonyms:3-[(3E,7E)-4,8-Dimethyl-12-(tetrahydro-pyran-2-yloxy)-dodeca-3,7-dienyl]-3-phenylsulfanyl-dihydro-furan-2-one

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Chemical Property of 3-[(3E,7E)-4,8-Dimethyl-12-(tetrahydro-pyran-2-yloxy)-dodeca-3,7-dienyl]-3-phenylsulfanyl-dihydro-furan-2-one

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Technology Process of 3-[(3E,7E)-4,8-Dimethyl-12-(tetrahydro-pyran-2-yloxy)-dodeca-3,7-dienyl]-3-phenylsulfanyl-dihydro-furan-2-one

There total 7 articles about 3-[(3E,7E)-4,8-Dimethyl-12-(tetrahydro-pyran-2-yloxy)-dodeca-3,7-dienyl]-3-phenylsulfanyl-dihydro-furan-2-one 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: 71.0%

: 35998-30-2
3-(phenylsulfanyl)-3,4-dihydrofuran-2-one

: 179112-70-0
2-((5E,9E)-12-Iodo-5,9-dimethyl-dodeca-5,9-dienyloxy)-tetrahydro-pyran

: 204275-52-5
3-[(3E,7E)-4,8-Dimethyl-12-(tetrahydro-pyran-2-yloxy)-dodeca-3,7-dienyl]-3-phenylsulfanyl-dihydro-furan-2-one

Guidance literature:: With lithium diisopropyl amide; In N,N,N,N,N,N-hexamethylphosphoric triamide; at -78 ℃;
DOI:10.1016/0040-4039(96)00740-X

Reference yield:

: 110-87-2
3,4-dihydro-2H-pyran

: 204275-52-5
3-[(3E,7E)-4,8-Dimethyl-12-(tetrahydro-pyran-2-yloxy)-dodeca-3,7-dienyl]-3-phenylsulfanyl-dihydro-furan-2-one

Guidance literature:: Multi-step reaction with 5 steps

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

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

3: 59 percent / 48percent HBr / 1 h / -20 °C

4: 89 percent / NaI / acetone / 48 h / Ambient temperature

5: 71 percent / 1.) LDA, 2.) HMPA / tetrahydrofuran / 1.) -50 deg C, 2 h, 2.) -78 deg C, 1 h; room temp., overnight

With N,N,N,N,N,N-hexamethylphosphoric triamide; hydrogen bromide; pyridinium p-toluenesulfonate; lithium; sodium iodide; lithium diisopropyl amide; In tetrahydrofuran; dichloromethane; acetone;
DOI:10.1039/a708042e

Reference yield:

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

: 204275-52-5
3-[(3E,7E)-4,8-Dimethyl-12-(tetrahydro-pyran-2-yloxy)-dodeca-3,7-dienyl]-3-phenylsulfanyl-dihydro-furan-2-one

Guidance literature:: Multi-step reaction with 6 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

With N,N,N,N,N,N-hexamethylphosphoric triamide; hydrogen bromide; pyridinium p-toluenesulfonate; lithium; sodium iodide; lithium diisopropyl amide; In tetrahydrofuran; dichloromethane; acetone;
DOI:10.1039/a708042e