Acetic acid 3-((E)-5,9-dimethyl-1-methylene-deca-4,8-dienyl)-2-methylene-1-phenylsulfanyl-cyclopentylmethyl ester

Base Information

Chemical Name:Acetic acid 3-((E)-5,9-dimethyl-1-methylene-deca-4,8-dienyl)-2-methylene-1-phenylsulfanyl-cyclopentylmethyl ester
CAS No.:115321-13-6
Molecular Formula:C₂₈H₃₈O₂S
Molecular Weight:438.675
Hs Code.:

Synonyms:Acetic acid 3-((E)-5,9-dimethyl-1-methylene-deca-4,8-dienyl)-2-methylene-1-phenylsulfanyl-cyclopentylmethyl ester

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Chemical Property of Acetic acid 3-((E)-5,9-dimethyl-1-methylene-deca-4,8-dienyl)-2-methylene-1-phenylsulfanyl-cyclopentylmethyl ester

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Technology Process of Acetic acid 3-((E)-5,9-dimethyl-1-methylene-deca-4,8-dienyl)-2-methylene-1-phenylsulfanyl-cyclopentylmethyl ester

There total 12 articles about Acetic acid 3-((E)-5,9-dimethyl-1-methylene-deca-4,8-dienyl)-2-methylene-1-phenylsulfanyl-cyclopentylmethyl 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: 98.0%

: 108-24-7
acetic anhydride

: 115321-24-9
[3-((E)-5,9-Dimethyl-1-methylene-deca-4,8-dienyl)-2-methylene-1-phenylsulfanyl-cyclopentyl]-methanol

: 115321-13-6
Acetic acid 3-((E)-5,9-dimethyl-1-methylene-deca-4,8-dienyl)-2-methylene-1-phenylsulfanyl-cyclopentylmethyl ester

Guidance literature:: With pyridine; dmap; In dichloromethane; for 0.5h; Ambient temperature;
DOI:10.1021/ja00223a075

Reference yield:

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

: 115321-13-6
Acetic acid 3-((E)-5,9-dimethyl-1-methylene-deca-4,8-dienyl)-2-methylene-1-phenylsulfanyl-cyclopentylmethyl ester

Guidance literature:: Multi-step reaction with 11 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

9: 1) DIBAL-H; 2) H₃O(+) / 1) PhCH₃, -78 deg C, 10 min

10: 71 percent / LAH / tetrahydrofuran / 0.33 h / Ambient temperature

11: 98 percent / C₅H₅N, DMAP / CH₂Cl₂ / 0.5 h / Ambient temperature

With pyridine; hydrogenchloride; dmap; potassium cyanide; lithium aluminium tetrahydride; carbon tetrabromide; oxonium; diisobutylaluminium hydride; 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; dichloromethane; 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

: 115321-13-6
Acetic acid 3-((E)-5,9-dimethyl-1-methylene-deca-4,8-dienyl)-2-methylene-1-phenylsulfanyl-cyclopentylmethyl ester

Guidance literature:: Multi-step reaction with 9 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

7: 1) DIBAL-H; 2) H₃O(+) / 1) PhCH₃, -78 deg C, 10 min

8: 71 percent / LAH / tetrahydrofuran / 0.33 h / Ambient temperature

9: 98 percent / C₅H₅N, DMAP / CH₂Cl₂ / 0.5 h / Ambient temperature

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