(E)-(5R,9S)-5,9-Dimethyl-11-(2,6,6-trimethyl-cyclohex-1-enyl)-undec-2-enoic acid ethyl ester

Base Information

Chemical Name:(E)-(5R,9S)-5,9-Dimethyl-11-(2,6,6-trimethyl-cyclohex-1-enyl)-undec-2-enoic acid ethyl ester
CAS No.:186642-07-9
Molecular Formula:C₂₄H₄₂O₂
Molecular Weight:362.596
Hs Code.:

Synonyms:(E)-(5R,9S)-5,9-Dimethyl-11-(2,6,6-trimethyl-cyclohex-1-enyl)-undec-2-enoic acid ethyl ester

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Chemical Property of (E)-(5R,9S)-5,9-Dimethyl-11-(2,6,6-trimethyl-cyclohex-1-enyl)-undec-2-enoic acid ethyl ester

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Technology Process of (E)-(5R,9S)-5,9-Dimethyl-11-(2,6,6-trimethyl-cyclohex-1-enyl)-undec-2-enoic acid ethyl ester

There total 8 articles about (E)-(5R,9S)-5,9-Dimethyl-11-(2,6,6-trimethyl-cyclohex-1-enyl)-undec-2-enoic acid ethyl 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:

: 56691-74-8
{[(2,6,6-trimethyl-1-cyclohexen-1-yl)methyl]sulfonyl}benzene

: 186642-07-9
(E)-(5R,9S)-5,9-Dimethyl-11-(2,6,6-trimethyl-cyclohex-1-enyl)-undec-2-enoic acid ethyl ester

Guidance literature:: Multi-step reaction with 6 steps

1: 1.) n-butyllithium / 1.) THF, HMPA, hexane, a) -78 deg C to, 10 min, b) RT, 1 h, 2.) THF, HMPA, hexane, -78 deg C, 4 h

2: 94 percent / Na-Hg, Na₂HPO₄ / methanol / 12 h / Ambient temperature

3: 70 percent / PPh₃Br₂ / CH₂Cl₂ / 12 h / Ambient temperature

4: 94 percent / dimethylsulfoxide / 1 h / 120 °C

5: 1.) diisobutylaluminum hydride, 2.) aq. HCl, aq. potassium tartrate / 1.) toluene, 0 deg C, 30 min, 2.) toluene, 0 deg C

6: 1.) NaH / 1.) DMSO, RT, 30 min, 2.) DMSO, RT, 1 h

With hydrogenchloride; disodium hydrogenphosphate; n-butyllithium; sodium amalgam; sodium hydride; diisobutylaluminium hydride; potassium tartrate; dibromotriphenylphosphorane; In methanol; dichloromethane; dimethyl sulfoxide;
DOI:10.1016/0040-4020(96)00916-7

Reference yield:

: 101382-88-1
(2S,6R)-7-tert-butyldiphenylsilyloxy-2,6-dimethyl-1-heptanol

: 186642-07-9
(E)-(5R,9S)-5,9-Dimethyl-11-(2,6,6-trimethyl-cyclohex-1-enyl)-undec-2-enoic acid ethyl ester

Guidance literature:: Multi-step reaction with 8 steps

1: 98 percent / pyridine / 0.33 h / Ambient temperature

2: 94 percent / tetrabutylammonium bromide / dimethylformamide / 5 h / 60 °C

3: 1.) n-butyllithium / 1.) THF, HMPA, hexane, a) -78 deg C to, 10 min, b) RT, 1 h, 2.) THF, HMPA, hexane, -78 deg C, 4 h

4: 94 percent / Na-Hg, Na₂HPO₄ / methanol / 12 h / Ambient temperature

5: 70 percent / PPh₃Br₂ / CH₂Cl₂ / 12 h / Ambient temperature

6: 94 percent / dimethylsulfoxide / 1 h / 120 °C

7: 1.) diisobutylaluminum hydride, 2.) aq. HCl, aq. potassium tartrate / 1.) toluene, 0 deg C, 30 min, 2.) toluene, 0 deg C

8: 1.) NaH / 1.) DMSO, RT, 30 min, 2.) DMSO, RT, 1 h

With pyridine; hydrogenchloride; disodium hydrogenphosphate; n-butyllithium; sodium amalgam; tetrabutylammomium bromide; sodium hydride; diisobutylaluminium hydride; potassium tartrate; dibromotriphenylphosphorane; In methanol; dichloromethane; dimethyl sulfoxide; N,N-dimethyl-formamide;
DOI:10.1016/0040-4020(96)00916-7

Reference yield:

: 186642-03-5
(3S,7R)-1-(8-bromo-3,7-dimethyloctyl)-2,6,6-trimethyl-1-cyclohexene

: 186642-07-9
(E)-(5R,9S)-5,9-Dimethyl-11-(2,6,6-trimethyl-cyclohex-1-enyl)-undec-2-enoic acid ethyl ester

Guidance literature:: Multi-step reaction with 3 steps

1: 94 percent / dimethylsulfoxide / 1 h / 120 °C

2: 1.) diisobutylaluminum hydride, 2.) aq. HCl, aq. potassium tartrate / 1.) toluene, 0 deg C, 30 min, 2.) toluene, 0 deg C

3: 1.) NaH / 1.) DMSO, RT, 30 min, 2.) DMSO, RT, 1 h

With hydrogenchloride; sodium hydride; diisobutylaluminium hydride; potassium tartrate; In dimethyl sulfoxide;
DOI:10.1016/0040-4020(96)00916-7