(+/-)-3-<(2'E,6'E)-7'-(3,3-dimethyl-4,4-ethylenedioxy-2-oxacyclopentyl)-3',7'-dimethyl-2',6'-heptadienyl>-2,4-dimethoxy-6-methyl-1,4-cyclohexadiene

Base Information

Chemical Name:(+/-)-3-<(2'E,6'E)-7'-(3,3-dimethyl-4,4-ethylenedioxy-2-oxacyclopentyl)-3',7'-dimethyl-2',6'-heptadienyl>-2,4-dimethoxy-6-methyl-1,4-cyclohexadiene
CAS No.:86855-29-0
Molecular Formula:C₂₆H₄₀O₅
Molecular Weight:432.601
Hs Code.:

Synonyms:(+/-)-3-<(2'E,6'E)-7'-(3,3-dimethyl-4,4-ethylenedioxy-2-oxacyclopentyl)-3',7'-dimethyl-2',6'-heptadienyl>-2,4-dimethoxy-6-methyl-1,4-cyclohexadiene

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Chemical Property of (+/-)-3-<(2'E,6'E)-7'-(3,3-dimethyl-4,4-ethylenedioxy-2-oxacyclopentyl)-3',7'-dimethyl-2',6'-heptadienyl>-2,4-dimethoxy-6-methyl-1,4-cyclohexadiene

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Technology Process of (+/-)-3-<(2'E,6'E)-7'-(3,3-dimethyl-4,4-ethylenedioxy-2-oxacyclopentyl)-3',7'-dimethyl-2',6'-heptadienyl>-2,4-dimethoxy-6-methyl-1,4-cyclohexadiene

There total 13 articles about (+/-)-3-<(2'E,6'E)-7'-(3,3-dimethyl-4,4-ethylenedioxy-2-oxacyclopentyl)-3',7'-dimethyl-2',6'-heptadienyl>-2,4-dimethoxy-6-methyl-1,4-cyclohexadiene 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:

: 28495-21-8
1,5-dimethoxy-3-methyl-1,4-cyclohexadiene

: 86771-44-0
(+/-)-8-(7-bromo-1,5-dimethyl-1(E),5(E)-heptadienyl)-6,6-dimethyl-1,4,7-trioxaspiro<4.4>nonane

: 86855-29-0
(+/-)-3-<(2'E,6'E)-7'-(3,3-dimethyl-4,4-ethylenedioxy-2-oxacyclopentyl)-3',7'-dimethyl-2',6'-heptadienyl>-2,4-dimethoxy-6-methyl-1,4-cyclohexadiene

Guidance literature:: With tert.-butyl lithium; In tetrahydrofuran; N,N,N,N,N,N-hexamethylphosphoric triamide; at -78 ℃; Yield given;
DOI:10.1016/S0040-4039(00)81705-0

Reference yield:

: 115-22-0
3-Hydroxy-3-methyl-2-butanone

: 86855-29-0
(+/-)-3-<(2'E,6'E)-7'-(3,3-dimethyl-4,4-ethylenedioxy-2-oxacyclopentyl)-3',7'-dimethyl-2',6'-heptadienyl>-2,4-dimethoxy-6-methyl-1,4-cyclohexadiene

Guidance literature:: Multi-step reaction with 8 steps

1: 15 percent / LiNPr₂ / tetrahydrofuran

2: MsCl / pyridine

3: 96.1 percent / acetic acid; tetrahydrofuran; H₂O / 2 h / 50 °C

4: 90 percent / pyridine / Ambient temperature

5: 80.4 percent / Me₃SiOTf / CH₂Cl₂ / 7 h / 0 - 5 °C

6: 93.1 percent / K₂CO₃ / methanol; H₂O / Ambient temperature

7: 1.) n-BuLi, p-TsCl, HMPA; 2.) LiBr / 1.) n-hexane, ether, 0 deg C, 5 min; 2.) n-hexane, ether, RT, overnight

With N,N,N,N,N,N-hexamethylphosphoric triamide; n-butyllithium; trimethylsilyl trifluoromethanesulfonate; lithium di-n-propylamide; potassium carbonate; methanesulfonyl chloride; p-toluenesulfonyl chloride; lithium bromide; In tetrahydrofuran; pyridine; methanol; dichloromethane; water; acetic acid;
DOI:10.1016/S0040-4020(01)96890-5

Reference yield:

: (2E,6E)-2,6-Dimethyl-8-(tetrahydro-pyran-4-yloxy)-octa-2,6-dienal

: 86855-29-0
(+/-)-3-<(2'E,6'E)-7'-(3,3-dimethyl-4,4-ethylenedioxy-2-oxacyclopentyl)-3',7'-dimethyl-2',6'-heptadienyl>-2,4-dimethoxy-6-methyl-1,4-cyclohexadiene

Guidance literature:: Multi-step reaction with 8 steps

1: 15 percent / LiNPr₂ / tetrahydrofuran

2: MsCl / pyridine

3: 96.1 percent / acetic acid; tetrahydrofuran; H₂O / 2 h / 50 °C

4: 90 percent / pyridine / Ambient temperature

5: 80.4 percent / Me₃SiOTf / CH₂Cl₂ / 7 h / 0 - 5 °C

6: 93.1 percent / K₂CO₃ / methanol; H₂O / Ambient temperature

7: 1.) n-BuLi, p-TsCl, HMPA; 2.) LiBr / 1.) n-hexane, ether, 0 deg C, 5 min; 2.) n-hexane, ether, RT, overnight

With N,N,N,N,N,N-hexamethylphosphoric triamide; n-butyllithium; trimethylsilyl trifluoromethanesulfonate; lithium di-n-propylamide; potassium carbonate; methanesulfonyl chloride; p-toluenesulfonyl chloride; lithium bromide; In tetrahydrofuran; pyridine; methanol; dichloromethane; water; acetic acid;
DOI:10.1016/S0040-4020(01)96890-5