3-((E)-5,9-Dimethyl-1-methylene-deca-4,8-dienyl)-2-methylene-1-phenylsulfanyl-cyclopentanecarbonitrile

Base Information

Chemical Name:3-((E)-5,9-Dimethyl-1-methylene-deca-4,8-dienyl)-2-methylene-1-phenylsulfanyl-cyclopentanecarbonitrile
CAS No.:115321-12-5
Molecular Formula:C₂₆H₃₃NS
Molecular Weight:391.621
Hs Code.:

Synonyms:3-((E)-5,9-Dimethyl-1-methylene-deca-4,8-dienyl)-2-methylene-1-phenylsulfanyl-cyclopentanecarbonitrile

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Chemical Property of 3-((E)-5,9-Dimethyl-1-methylene-deca-4,8-dienyl)-2-methylene-1-phenylsulfanyl-cyclopentanecarbonitrile

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Technology Process of 3-((E)-5,9-Dimethyl-1-methylene-deca-4,8-dienyl)-2-methylene-1-phenylsulfanyl-cyclopentanecarbonitrile

There total 8 articles about 3-((E)-5,9-Dimethyl-1-methylene-deca-4,8-dienyl)-2-methylene-1-phenylsulfanyl-cyclopentanecarbonitrile 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: 70.0%

: 1212-08-4
S-Phenyl benzenethiosulfonate

: 115321-25-0
3-((E)-5,9-Dimethyl-1-methylene-deca-4,8-dienyl)-2-methyl-cyclopent-1-enecarbonitrile

: 115321-12-5
3-((E)-5,9-Dimethyl-1-methylene-deca-4,8-dienyl)-2-methylene-1-phenylsulfanyl-cyclopentanecarbonitrile

Guidance literature:: With lithium cyclohexylisopropylamide; In tetrahydrofuran; at -78 - -20 ℃; for 1h;
DOI:10.1021/ja00223a075

Reference yield:

: 24163-93-7,24163-94-8,56881-57-3,6874-67-5,28290-41-7
farnesyl bromide

: 115321-12-5
3-((E)-5,9-Dimethyl-1-methylene-deca-4,8-dienyl)-2-methylene-1-phenylsulfanyl-cyclopentanecarbonitrile

Guidance literature:: Multi-step reaction with 8 steps

1: 80 percent / hexamethylphosphoric acid triamide; tetrahydrofuran / 1 h / -78 °C

2: 88 percent / CH₃I, 5percent HCl / 0.5 h / Ambient temperature

3: 87 percent / tetrahydrofuran / 2 h / -78 °C

4: 98 percent / CBr₄, Ph₃P / tetrahydrofuran / 0.25 h / Ambient temperature

5: 40 percent / LiBr / dimethylformamide / 80 °C

6: 89 percent / 1) AgNO₃; 2) KCN / ethanol; H₂O / Ambient temperature; 1) 20 min; 2) 20 min

7: 85 percent / palladium acetate, N,N'-dibenzylideneethylenediamine / benzene / 1 h / 65 °C

8: 70 percent / LICA / tetrahydrofuran / 1 h / -78 - -20 °C

With hydrogenchloride; potassium cyanide; carbon tetrabromide; lithium cyclohexylisopropylamide; silver nitrate; triphenylphosphine; lithium bromide; methyl iodide; N,N'-bis(benzyliden)ethylendiamine; palladium diacetate; In tetrahydrofuran; N,N,N,N,N,N-hexamethylphosphoric triamide; ethanol; water; N,N-dimethyl-formamide; benzene;
DOI:10.1021/ja00223a075

Reference yield:

: 67858-78-0
(4E, 8E)-5,9,13-trimethyl-4,8,12-tetradecatrienal

: 115321-12-5
3-((E)-5,9-Dimethyl-1-methylene-deca-4,8-dienyl)-2-methylene-1-phenylsulfanyl-cyclopentanecarbonitrile

Guidance literature:: Multi-step reaction with 6 steps

1: 87 percent / tetrahydrofuran / 2 h / -78 °C

2: 98 percent / CBr₄, Ph₃P / tetrahydrofuran / 0.25 h / Ambient temperature

3: 40 percent / LiBr / dimethylformamide / 80 °C

4: 89 percent / 1) AgNO₃; 2) KCN / ethanol; H₂O / Ambient temperature; 1) 20 min; 2) 20 min

5: 85 percent / palladium acetate, N,N'-dibenzylideneethylenediamine / benzene / 1 h / 65 °C

6: 70 percent / LICA / tetrahydrofuran / 1 h / -78 - -20 °C

With potassium cyanide; carbon tetrabromide; lithium cyclohexylisopropylamide; silver nitrate; triphenylphosphine; lithium bromide; N,N'-bis(benzyliden)ethylendiamine; palladium diacetate; In tetrahydrofuran; ethanol; water; N,N-dimethyl-formamide; benzene;
DOI:10.1021/ja00223a075