2,5-Cyclohexadiene-1,4-dione,3-[(8Z)-16-(3,5-dihydroxyphenyl)-8-hexadecen-1-yl]-2-hydroxy-5-methoxy-

Base Information

Chemical Name:2,5-Cyclohexadiene-1,4-dione,3-[(8Z)-16-(3,5-dihydroxyphenyl)-8-hexadecen-1-yl]-2-hydroxy-5-methoxy-
CAS No.:99621-87-1
Molecular Formula:C₂₉H₄₀O₆
Molecular Weight:484.633
Hs Code.:

Synonyms:2,5-Cyclohexadiene-1,4-dione,3-[(8Z)-16-(3,5-dihydroxyphenyl)-8-hexadecenyl]-2-hydroxy-5-methoxy- (9CI);2,5-Cyclohexadiene-1,4-dione,3-[16-(3,5-dihydroxyphenyl)-8-hexadecenyl]-2-hydroxy-5-methoxy-, (Z)-;Ardisiaquinone E

Suppliers and Price of 2,5-Cyclohexadiene-1,4-dione,3-[(8Z)-16-(3,5-dihydroxyphenyl)-8-hexadecen-1-yl]-2-hydroxy-5-methoxy-

Supply Marketing:

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

Manufacturers and distributors:

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Total 2 raw suppliers

Chemical Property of 2,5-Cyclohexadiene-1,4-dione,3-[(8Z)-16-(3,5-dihydroxyphenyl)-8-hexadecen-1-yl]-2-hydroxy-5-methoxy-

Chemical Property:

Purity/Quality:: 98% ^*data from raw suppliers

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:: SDS file from LookChem

Useful:

Technology Process of 2,5-Cyclohexadiene-1,4-dione,3-[(8Z)-16-(3,5-dihydroxyphenyl)-8-hexadecen-1-yl]-2-hydroxy-5-methoxy-

There total 16 articles about 2,5-Cyclohexadiene-1,4-dione,3-[(8Z)-16-(3,5-dihydroxyphenyl)-8-hexadecen-1-yl]-2-hydroxy-5-methoxy- 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: 63.0%

: 219630-90-7
1-(3,6-dimethoxy-1,4-benzoquinon-2-yl)-16-(3,5-dihydroxyphenyl)-8-Z-hexadecene

: 99621-87-1
ardisiaquinone E

Guidance literature:: With perchloric acid; In tetrahydrofuran; dichloromethane; for 15h; Ambient temperature;
DOI:10.1248/cpb.46.1770

Reference yield:

: 4549-31-9
1,7-dibromoheptane

: 99621-87-1
ardisiaquinone E

Guidance literature:: Multi-step reaction with 7 steps

1: 1.) n-BuLi, TMEDA, 2.) HMPA / 1.) toluene, hexane, -78 deg C, 1 h, 2.) toluene, hexane, from -78 deg C to RT, 2.5 h

2: 1.) nBuLi, HMPA / 1.) THF, hexane, -78 deg C, 1 h, 2.) THF, hexane, from -78 deg C to RT, 4.5 h

3: 98 percent / TBAF / tetrahydrofuran / 1 h / Ambient temperature

4: 1.) LDA, 1,3-dimethyl-3,4,5,6-tetrahydro-2(1H)-pyrimidinone / 1.) THF, hexane, -78 deg C, 2 h, 2.) THF, hexane, from -78 deg C to RT, overnight

5: 85 percent / H₂ / Pd/BaSO₄ / pyridine / 36 h

6: 1.) 48 percent aq. HBr, 2.) O₂, NaHCO₃ / 1.) MeOH, 50 deg C, 30 min, 2.) MeOH, 10 min

7: 63 percent / 70 percent aq. HClO₄ / tetrahydrofuran; CH₂Cl₂ / 15 h / Ambient temperature

With N,N,N,N,N,N-hexamethylphosphoric triamide; 1,3-dimethyl-3,4,5,6-tetrahydro-2(1H)-pyrimidinone; n-butyllithium; perchloric acid; N,N,N,N,-tetramethylethylenediamine; tetrabutyl ammonium fluoride; hydrogen bromide; hydrogen; oxygen; sodium hydrogencarbonate; lithium diisopropyl amide; Pd-BaSO₄; In tetrahydrofuran; pyridine; dichloromethane;
DOI:10.1248/cpb.46.1770

Reference yield:

: 52483-31-5
1,3-dimethoxy-5-(7'-hydroxyheptyl)benzene

: 99621-87-1
ardisiaquinone E

Guidance literature:: Multi-step reaction with 8 steps

1: Et₃N / CH₂Cl₂ / 0.25 h / 0 °C

2: 100 percent / BBr₃ / CH₂Cl₂ / 2 h / -78 - 20 °C

3: 87 percent / N,N-diisopropylamine / CH₂Cl₂ / 48 h / Ambient temperature

4: 98 percent / NaI / acetone / 48 h / Heating

5: 1.) LDA, 1,3-dimethyl-3,4,5,6-tetrahydro-2(1H)-pyrimidinone / 1.) THF, hexane, -78 deg C, 2 h, 2.) THF, hexane, from -78 deg C to RT, overnight

6: 85 percent / H₂ / Pd/BaSO₄ / pyridine / 36 h

7: 1.) 48 percent aq. HBr, 2.) O₂, NaHCO₃ / 1.) MeOH, 50 deg C, 30 min, 2.) MeOH, 10 min

8: 63 percent / 70 percent aq. HClO₄ / tetrahydrofuran; CH₂Cl₂ / 15 h / Ambient temperature

With 1,3-dimethyl-3,4,5,6-tetrahydro-2(1H)-pyrimidinone; perchloric acid; hydrogen bromide; hydrogen; oxygen; boron tribromide; sodium hydrogencarbonate; triethylamine; diisopropylamine; sodium iodide; lithium diisopropyl amide; Pd-BaSO₄; In tetrahydrofuran; pyridine; dichloromethane; acetone;
DOI:10.1248/cpb.46.1770