(3R,6E)-3-(Benzyloxy)-2,6-dimethyl-8-(phenylthio)-2-<<2-(trimethylsilyl)ethoxy>methoxy>-6-octene

Base Information

Chemical Name:(3R,6E)-3-(Benzyloxy)-2,6-dimethyl-8-(phenylthio)-2-<<2-(trimethylsilyl)ethoxy>methoxy>-6-octene
CAS No.:116216-90-1
Molecular Formula:C₂₉H₄₄O₃SSi
Molecular Weight:500.818
Hs Code.:

Synonyms:(3R,6E)-3-(Benzyloxy)-2,6-dimethyl-8-(phenylthio)-2-<<2-(trimethylsilyl)ethoxy>methoxy>-6-octene

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Chemical Property of (3R,6E)-3-(Benzyloxy)-2,6-dimethyl-8-(phenylthio)-2-<<2-(trimethylsilyl)ethoxy>methoxy>-6-octene

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Technology Process of (3R,6E)-3-(Benzyloxy)-2,6-dimethyl-8-(phenylthio)-2-<<2-(trimethylsilyl)ethoxy>methoxy>-6-octene

There total 12 articles about (3R,6E)-3-(Benzyloxy)-2,6-dimethyl-8-(phenylthio)-2-<<2-(trimethylsilyl)ethoxy>methoxy>-6-octene 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:

: 86561-84-4
essigsaeure-<(E,R)-6,7-dihydroxy-3,7-dimethyl-2-octenyl>ester

: 116216-90-1
(3R,6E)-3-(Benzyloxy)-2,6-dimethyl-8-(phenylthio)-2-<<2-(trimethylsilyl)ethoxy>methoxy>-6-octene

Guidance literature:: Multi-step reaction with 2 steps

2: 1.) NaH, 2.) iPr₂NEt

With sodium hydride; N-ethyl-N,N-diisopropylamine;
DOI:10.1016/S0040-4039(00)86672-1

Reference yield:

: 105-87-3,8022-83-1
3,7-dimethyl-2E,6-octadien-1-yl acetate

: 116216-90-1
(3R,6E)-3-(Benzyloxy)-2,6-dimethyl-8-(phenylthio)-2-<<2-(trimethylsilyl)ethoxy>methoxy>-6-octene

Guidance literature:: Multi-step reaction with 12 steps

1: SeO₂ / ethanol / 3 h / Heating

2: 2 percent / NaBH₄ / diethyl ether; ethanol / 30 h / 0 °C

3: 79 percent / D-(-)-diisopropyl tartrate (D-(-)-DIPT), Ti(Oi-Pr)4, tert.-butyl hydroperoxide (TBHP) / CH₂Cl₂ / 4 h / -20 °C

5: 85 percent / 18 M H₂SO₄ / tetrahydrofuran; H₂O / 30 h / 0 °C

6: 96 percent / p-toluenesulfonic acid / 2 h / Ambient temperature

7: 93 percent / K₂CO₃ / methanol / 1 h / Ambient temperature

8: CCl₄, PPh₃ / benzene / 24 h / Heating

9: dimethylformamide / 0.5 h / 0 °C

10: 91 percent / 1 M aq. HCl / methanol / 12 h / Ambient temperature

11: 1) NaH / 1) DMF, 0 deg C, 15 min, 2) room temp., 12 h

12: 98 percent / i-Pr₂NEt / CH₂Cl₂ / 12 h / Ambient temperature

With titanium(IV) isopropylate; hydrogenchloride; tert.-butylhydroperoxide; tetrachloromethane; sodium tetrahydroborate; selenium(IV) oxide; sulfuric acid; sodium hydride; potassium carbonate; D-(-)-diisopropyl tartrate; toluene-4-sulfonic acid; N-ethyl-N,N-diisopropylamine; triphenylphosphine; In tetrahydrofuran; methanol; diethyl ether; ethanol; dichloromethane; water; N,N-dimethyl-formamide; benzene;
DOI:10.1021/jo00304a022

Reference yield:

: 37905-03-6
8-hydroxygeranyl acetate

: 116216-90-1
(3R,6E)-3-(Benzyloxy)-2,6-dimethyl-8-(phenylthio)-2-<<2-(trimethylsilyl)ethoxy>methoxy>-6-octene

Guidance literature:: Multi-step reaction with 10 steps

1: 79 percent / D-(-)-diisopropyl tartrate (D-(-)-DIPT), Ti(Oi-Pr)4, tert.-butyl hydroperoxide (TBHP) / CH₂Cl₂ / 4 h / -20 °C

3: 85 percent / 18 M H₂SO₄ / tetrahydrofuran; H₂O / 30 h / 0 °C

4: 96 percent / p-toluenesulfonic acid / 2 h / Ambient temperature

5: 93 percent / K₂CO₃ / methanol / 1 h / Ambient temperature

6: CCl₄, PPh₃ / benzene / 24 h / Heating

7: dimethylformamide / 0.5 h / 0 °C

8: 91 percent / 1 M aq. HCl / methanol / 12 h / Ambient temperature

9: 1) NaH / 1) DMF, 0 deg C, 15 min, 2) room temp., 12 h

10: 98 percent / i-Pr₂NEt / CH₂Cl₂ / 12 h / Ambient temperature

With titanium(IV) isopropylate; hydrogenchloride; tert.-butylhydroperoxide; tetrachloromethane; sulfuric acid; sodium hydride; potassium carbonate; D-(-)-diisopropyl tartrate; toluene-4-sulfonic acid; N-ethyl-N,N-diisopropylamine; triphenylphosphine; In tetrahydrofuran; methanol; dichloromethane; water; N,N-dimethyl-formamide; benzene;
DOI:10.1021/jo00304a022