3,3-(Ethylenedioxy)-1-<(S)-5-hydroxy-2,6,6-trimethylcyclohexenyl>butane

Base Information

Chemical Name:3,3-(Ethylenedioxy)-1-<(S)-5-hydroxy-2,6,6-trimethylcyclohexenyl>butane
CAS No.:172788-52-2
Molecular Formula:C₁₅H₂₆O₃
Molecular Weight:254.37
Hs Code.:

Synonyms:

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of 3,3-(Ethylenedioxy)-1-<(S)-5-hydroxy-2,6,6-trimethylcyclohexenyl>butane

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Technology Process of 3,3-(Ethylenedioxy)-1-<(S)-5-hydroxy-2,6,6-trimethylcyclohexenyl>butane

There total 2 articles about 3,3-(Ethylenedioxy)-1-<(S)-5-hydroxy-2,6,6-trimethylcyclohexenyl>butane 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:

: 106540-32-3
(3S)-3-t-butyldimethylsilyloxy-2,2,6-trimethylcyclohexanone

: 172788-52-2
3,3-(Ethylenedioxy)-1-<(S)-5-hydroxy-2,6,6-trimethylcyclohexenyl>butane

Guidance literature:: Multi-step reaction with 3 steps

1: 1.) Mg, 1,2-dibromoethane / 1.) THF, 25 deg C, 1 h, 2.) THF, r.t., 15 h

2: 98 percent / SOCl₂ / pyridine / 0.17 h / -10 °C

3: nBu₄NF / tetrahydrofuran / 1.) 40 deg C, 20 h, 2.) r.t., 48 h

With thionyl chloride; tetrabutyl ammonium fluoride; magnesium; ethylene dibromide; In tetrahydrofuran; pyridine;

Reference yield:

: (S)-3-(tert-Butyl-dimethyl-silanyloxy)-2,2,6-trimethyl-1-[2-(2-methyl-[1,3]dioxolan-2-yl)-ethyl]-cyclohexanol

: 172788-52-2
3,3-(Ethylenedioxy)-1-<(S)-5-hydroxy-2,6,6-trimethylcyclohexenyl>butane

Guidance literature:: Multi-step reaction with 2 steps

1: 98 percent / SOCl₂ / pyridine / 0.17 h / -10 °C

2: nBu₄NF / tetrahydrofuran / 1.) 40 deg C, 20 h, 2.) r.t., 48 h

With thionyl chloride; tetrabutyl ammonium fluoride; In tetrahydrofuran; pyridine;

Reference yield:

: 172788-52-2
3,3-(Ethylenedioxy)-1-<(S)-5-hydroxy-2,6,6-trimethylcyclohexenyl>butane

: 149051-04-7
(1'S,2'S,4'aR,4'bS,7'S,8'aS,10'aR)-7'-(Benzoyloxy)-4a',4b',5',6',7',8',8a',9',10',10a'-decahydro-5-hydroxy-2',4b',7,8',8',10a'-hexamethylspiro-3'(4'H)-one

Guidance literature:: Multi-step reaction with 18 steps

1: KH / tetrahydrofuran / 1.) r.t., 0.5 h, 2.) r.t., 1 h

2: 99 percent / p-TsOH*H₂O / acetone; H₂O / 4 h / Heating

3: 79 percent / NaH, MeOH / 16 h / Heating

4: 18 percent / SnCl₄ / CH₂Cl₂; H₂O / 1.) 0 deg C, 1 h, 2.) r.t., 4 h

5: NaH / tetrahydrofuran / 1.) reflux, 1 h, 2.) r.t., 1 h

6: 1.) CuI / 1.) ether, -20 deg C, 10 min, 2.) ether, -78 deg C, 0.5 h; -20 deg C, 15 h

7: 88 percent / DIBAL / toluene / 0.5 h / -78 °C

8: Et₃N / CH₂Cl₂ / 0.5 h / -78 °C

9: LiBr / tetrahydrofuran; CH₂Cl₂ / 1 h / -20 °C

10: NaH, n-BuLi / tetrahydrofuran; hexamethylphosphoric acid triamide; hexane / 1.) 0 deg C, 15 min; 0 deg C, 30 min, 2.) -20 deg C, 15 h

11: 31 percent / SnCl₄ / CH₂Cl₂; H₂O / 2 h / 0 °C

12: NaH / tetrahydrofuran / 1.) reflux, 1 h, 2.) r.t., 1 h

13: 1.) CuI / 1.) ether, -20 deg C, 10 min, 2.) ether, -78 deg C, 0.5 h; -20 deg C, 15 h

14: 94 percent / DIBAL / toluene / 1 h / -78 °C

15: 99 percent / pyridine, DMAP / 0.5 h / 0 °C

16: 1.) n-BuLi, Me₃SnCl, 2.) LiCl / 2.) Pd(dba)2 / 1.) THF, hexane, -50 deg C, 0.5 h; -50 deg C, 3 h, 2.) DMF, 100 deg C, 4 h

17: 71 percent / CrO₃, 3,5-dimethylpyrazole / CH₂Cl₂ / 0.5 h / -20 °C

18: 43 percent / BBr₃ / CH₂Cl₂ / 2.5 h / -78 - -10 °C

With pyridine; 3,5-dimethyl-1H-pyrazole; chromium(VI) oxide; methanol; dmap; copper(l) iodide; n-butyllithium; trimethyltin(IV)chloride; boron tribromide; tin(IV) chloride; potassium hydride; sodium hydride; diisobutylaluminium hydride; toluene-4-sulfonic acid; triethylamine; lithium chloride; lithium bromide; bis(dibenzylideneacetone)-palladium⁽⁰⁾; In tetrahydrofuran; N,N,N,N,N,N-hexamethylphosphoric triamide; hexane; dichloromethane; water; acetone; toluene;