(3R,6E)-2,6-Dimethyl-8-(phenylthio)-6-octene-2,3-diol

Base Information

Chemical Name:(3R,6E)-2,6-Dimethyl-8-(phenylthio)-6-octene-2,3-diol
CAS No.:116297-58-6
Molecular Formula:C₁₆H₂₄O₂S
Molecular Weight:280.431
Hs Code.:

Synonyms:(3R,6E)-2,6-Dimethyl-8-(phenylthio)-6-octene-2,3-diol

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Chemical Property of (3R,6E)-2,6-Dimethyl-8-(phenylthio)-6-octene-2,3-diol

Chemical Property:

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Technology Process of (3R,6E)-2,6-Dimethyl-8-(phenylthio)-6-octene-2,3-diol

There total 11 articles about (3R,6E)-2,6-Dimethyl-8-(phenylthio)-6-octene-2,3-diol 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: 91.0%

: 371783-97-0
(3R,6E)-2,6-Dimethyl-2,3-(isopropylidenedioxy)-8-(phenylthio)-6-octene

: 116297-58-6
(3R,6E)-2,6-Dimethyl-8-(phenylthio)-6-octene-2,3-diol

Guidance literature:: With hydrogenchloride; In methanol; for 12h; Ambient temperature;
DOI:10.1021/jo00304a022

Reference yield:

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

: 116297-58-6
(3R,6E)-2,6-Dimethyl-8-(phenylthio)-6-octene-2,3-diol

Guidance literature:: Multi-step reaction with 10 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

With titanium(IV) isopropylate; hydrogenchloride; tert.-butylhydroperoxide; tetrachloromethane; sodium tetrahydroborate; selenium(IV) oxide; sulfuric acid; potassium carbonate; D-(-)-diisopropyl tartrate; toluene-4-sulfonic acid; 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

: 116297-58-6
(3R,6E)-2,6-Dimethyl-8-(phenylthio)-6-octene-2,3-diol

Guidance literature:: Multi-step reaction with 8 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

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