(-)-(3'R,2E,4E)-5-<3'-Hydroxy-2',6',6'-trimethyl-1'-cyclohexenyl>-3-methyl-2,4-pentadiensaeure-aethylester

Base Information

• Chemical Name: (-)-(3'R,2E,4E)-5-<3'-Hydroxy-2',6',6'-trimethyl-1'-cyclohexenyl>-3-methyl-2,4-pentadiensaeure-aethylester
• CAS No.: 84078-19-3
• Molecular Formula: C₁₇H₂₆O₃
• Molecular Weight: 278.392
• Mol file: 84078-19-3.mol

Synonyms:(-)-(3'R,2E,4E)-5-<3'-Hydroxy-2',6',6'-trimethyl-1'-cyclohexenyl>-3-methyl-2,4-pentadiensaeure-aethylester

Chemical Property of (-)-(3'R,2E,4E)-5-<3'-Hydroxy-2',6',6'-trimethyl-1'-cyclohexenyl>-3-methyl-2,4-pentadiensaeure-aethylester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (-)-(3'R,2E,4E)-5-<3'-Hydroxy-2',6',6'-trimethyl-1'-cyclohexenyl>-3-methyl-2,4-pentadiensaeure-aethylester

There total 4 articles about (-)-(3'R,2E,4E)-5-<3'-Hydroxy-2',6',6'-trimethyl-1'-cyclohexenyl>-3-methyl-2,4-pentadiensaeure-aethylester 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:

trimethylsilanyl-acetic acid ethyl ester (4071-88-9) + 4-(3-hydroxy-2,6,6-trimethylcyclohex-1-enyl)but-3-en-2-one (14398-34-6) → (2EZ,4E) Ethyl 5-<(3-hydroxy-2,6,6-trimethyl)cyclohex-1-enyl>-3-methylpenta-2,4-dienoate (84078-19-3,127994-55-2,127994-56-3)

Guidance literature:

With lithium diisopropyl amide; In tetrahydrofuran; at -78 - 20 ℃; for 4h;

DOI:10.1016/S0040-4039(01)93885-7

Reference yield:

ethyl β-ionylidene acetate (37384-77-3) → ethyl (4E)-3-methyl-5-(3-oxo-2,6,6-trimethyl-1-cyclohexen-1-yl)-2,4-pentadienoate (49816-98-0) + (2EZ,4E) Ethyl 5-<(3-hydroxy-2,6,6-trimethyl)cyclohex-1-enyl>-3-methylpenta-2,4-dienoate (84078-19-3,127994-55-2,127994-56-3) + ethyl (4E)-3-methyl-5-(3-oxo-2,6,6-trimethyl-1-cyclohexen-1-yl)-2,4-pentadienoate (49817-06-3)

Guidance literature:

With N-Bromosuccinimide; water; In tert-butyl alcohol; for 7h; Yield given. Title compound not separated from byproducts; Ambient temperature;

DOI:10.1021/jm00142a018

Reference yield:

(-)-(3'R,2E,4E)-5-<3'-Camphanoyloxy-2',6',6'-trimethyl-1'-cyclohexenyl>-3-methyl-2,4-pentadiensaeure-aethylester → (-)-(3'R,2E,4E)-5-<3'-Hydroxy-2',6',6'-trimethyl-1'-cyclohexenyl>-3-methyl-2,4-pentadiensaeure-aethylester (84078-19-3)

Guidance literature:

With potassium hydroxide; In ethanol; for 24h; Ambient temperature;

DOI:10.1002/hlca.19820650615

upstream raw materials:

trimethylsilanyl-acetic acid ethyl ester

4-(3-hydroxy-2,6,6-trimethylcyclohex-1-enyl)but-3-en-2-one

ethyl β-ionylidene acetate

Downstream raw materials:

ethyl (4E)-3-methyl-5-(3-oxo-2,6,6-trimethyl-1-cyclohexen-1-yl)-2,4-pentadienoate

ethyl (4E)-3-methyl-5-(3-oxo-2,6,6-trimethyl-1-cyclohexen-1-yl)-2,4-pentadienoate

(E)-5-[5-Hydroxy-2,2-dimethyl-6-methylene-cyclohex-(Z)-ylidene]-3-methyl-pent-3-enoic acid ethyl ester

(-)-(3'R,2E,4E)-5-<3'-Trimethylsilyloxy-2',6',6'-trimethyl-1'-cyclohexenyl>-3-methyl-2,4-pentadiensaeure-aethylester