(+)-1-(1E,3Z)-(1S,4R,6S)-1-(4-carbomethoxy-3-methyl-1,3-butadienyl)-2,2,6-trimethylcyclohexan-1,4-diol

Base Information

Chemical Name:(+)-1-(1E,3Z)-(1S,4R,6S)-1-(4-carbomethoxy-3-methyl-1,3-butadienyl)-2,2,6-trimethylcyclohexan-1,4-diol
CAS No.:152203-18-4
Molecular Formula:C₁₆H₂₆O₄
Molecular Weight:282.38
Hs Code.:

Synonyms:(+)-1-(1E,3Z)-(1S,4R,6S)-1-(4-carbomethoxy-3-methyl-1,3-butadienyl)-2,2,6-trimethylcyclohexan-1,4-diol

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Chemical Property of (+)-1-(1E,3Z)-(1S,4R,6S)-1-(4-carbomethoxy-3-methyl-1,3-butadienyl)-2,2,6-trimethylcyclohexan-1,4-diol

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Technology Process of (+)-1-(1E,3Z)-(1S,4R,6S)-1-(4-carbomethoxy-3-methyl-1,3-butadienyl)-2,2,6-trimethylcyclohexan-1,4-diol

There total 9 articles about (+)-1-(1E,3Z)-(1S,4R,6S)-1-(4-carbomethoxy-3-methyl-1,3-butadienyl)-2,2,6-trimethylcyclohexan-1,4-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:

: 152041-08-2
(2Z,4E)-5-[(1S,4R,6S)-4-(tert-Butyl-dimethyl-silanyloxy)-1-hydroxy-2,2,6-trimethyl-cyclohexyl]-3-methyl-penta-2,4-dienoic acid methyl ester

: 152203-18-4
(+)-1-(1E,3Z)-(1S,4R,6S)-1-(4-carbomethoxy-3-methyl-1,3-butadienyl)-2,2,6-trimethylcyclohexan-1,4-diol

Guidance literature:: In water; acetic acid; at 70 ℃; for 1.5h; Yield given;
DOI:10.1016/S0031-9422(00)90687-3

Reference yield:

: 41703-33-7,71372-43-5,121703-09-1
4β-Tetrahydropyranyloxy-2,2,6α-trimethylcyclohexanon

: 152203-18-4
(+)-1-(1E,3Z)-(1S,4R,6S)-1-(4-carbomethoxy-3-methyl-1,3-butadienyl)-2,2,6-trimethylcyclohexan-1,4-diol

Guidance literature:: Multi-step reaction with 5 steps

1: 1.) n-BuLi / 1) THF, hexane, room temp. 30 min; 2) THF, hexane, room temp. 4 h

2: 85 percent / trifluoroacetic acid / methanol / 4 h / Ambient temperature

3: sodium bis-(2-methoxyethoxy)aluminium hydride / toluene; tetrahydrofuran / Ambient temperature

4: activ. MnO₂ / CH₂Cl₂ / 2 h / Ambient temperature

5: activ. MnO₂, NaCN, HOAc / 2 h / Ambient temperature

With manganese(IV) oxide; n-butyllithium; sodium cyanide; acetic acid; sodium bis(2-methoxyethoxy)aluminium dihydride; trifluoroacetic acid; In tetrahydrofuran; methanol; dichloromethane; toluene;
DOI:10.1016/0031-9422(95)00374-G

Reference yield:

: 41967-81-1
(Z)-3-Methyl-2-penten-4-ynyl tetrahydropyranyl ether

: 152203-18-4
(+)-1-(1E,3Z)-(1S,4R,6S)-1-(4-carbomethoxy-3-methyl-1,3-butadienyl)-2,2,6-trimethylcyclohexan-1,4-diol

Guidance literature:: Multi-step reaction with 5 steps

1: 1.) n-BuLi / 1) THF, hexane, room temp. 30 min; 2) THF, hexane, room temp. 4 h

2: 85 percent / trifluoroacetic acid / methanol / 4 h / Ambient temperature

3: sodium bis-(2-methoxyethoxy)aluminium hydride / toluene; tetrahydrofuran / Ambient temperature

4: activ. MnO₂ / CH₂Cl₂ / 2 h / Ambient temperature

5: activ. MnO₂, NaCN, HOAc / 2 h / Ambient temperature

With manganese(IV) oxide; n-butyllithium; sodium cyanide; acetic acid; sodium bis(2-methoxyethoxy)aluminium dihydride; trifluoroacetic acid; In tetrahydrofuran; methanol; dichloromethane; toluene;
DOI:10.1016/0031-9422(95)00374-G