(3R,4R,5E)-(+)-4-Methoxy-3-methyl-6-phenyl-5-hexensaeure-methylester

Base Information

• Chemical Name: (3R,4R,5E)-(+)-4-Methoxy-3-methyl-6-phenyl-5-hexensaeure-methylester
• CAS No.: 90695-52-6
• Molecular Formula: C₁₅H₂₀O₃
• Molecular Weight: 248.322
• Mol file: 90695-52-6.mol

Synonyms:(3R,4R,5E)-(+)-4-Methoxy-3-methyl-6-phenyl-5-hexensaeure-methylester

Chemical Property of (3R,4R,5E)-(+)-4-Methoxy-3-methyl-6-phenyl-5-hexensaeure-methylester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (3R,4R,5E)-(+)-4-Methoxy-3-methyl-6-phenyl-5-hexensaeure-methylester

There total 17 articles about (3R,4R,5E)-(+)-4-Methoxy-3-methyl-6-phenyl-5-hexensaeure-methylester 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:

C14H18O3 + methyl iodide (74-88-4) → (3R,4R,5E)-(+)-4-Methoxy-3-methyl-6-phenyl-5-hexensaeure-methylester (90695-52-6)

Guidance literature:

With potassium carbonate; In N,N-dimethyl-formamide; at 20 ℃; Inert atmosphere;

DOI:10.1016/j.tetasy.2017.06.002

Reference yield:

(2S,3S,4E)-(-)-3-Hydroxy-2-methyl-5-phenyl-4-pentensaeure-methylester (90695-53-7) → (3R,4R,5E)-(+)-4-Methoxy-3-methyl-6-phenyl-5-hexensaeure-methylester (90695-52-6)

Guidance literature:

Multi-step reaction with 7 steps

1: 94 percent / LiAlH₄ / diethyl ether / 0.08 h / Heating

2: 95 percent / imidazole / dimethylformamide / 1 h / 0 °C

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

4: 73 percent / tetra-n-butylammoniumfluoride trihydrate / tetrahydrofuran / 8 h / Ambient temperature

5: 92 percent / pyridine; CH₂Cl₂ / 18 h / Ambient temperature

6: 100 percent / dimethylformamide / 0.67 h / 115 °C

With 1H-imidazole; lithium aluminium tetrahydride; tetrabutyl ammonium fluoride; sodium hydride; In tetrahydrofuran; pyridine; diethyl ether; dichloromethane; N,N-dimethyl-formamide;

Reference yield:

(2R,3S,4E)-(-)-2-Methyl-5-phenyl-4-penten-1,3-diol (90695-51-5) → (3R,4R,5E)-(+)-4-Methoxy-3-methyl-6-phenyl-5-hexensaeure-methylester (90695-52-6)

Guidance literature:

Multi-step reaction with 6 steps

1: 95 percent / imidazole / dimethylformamide / 1 h / 0 °C

2: 98 percent / NaH / tetrahydrofuran / 1 h / Ambient temperature

3: 73 percent / tetra-n-butylammoniumfluoride trihydrate / tetrahydrofuran / 8 h / Ambient temperature

4: 92 percent / pyridine; CH₂Cl₂ / 18 h / Ambient temperature

5: 100 percent / dimethylformamide / 0.67 h / 115 °C

With 1H-imidazole; tetrabutyl ammonium fluoride; sodium hydride; In tetrahydrofuran; pyridine; dichloromethane; N,N-dimethyl-formamide;

upstream raw materials:

diazomethane

(3R,4R,5E)-(+)-4-Methoxy-3-methyl-6-phenyl-5-hexennitril

(2S,3S,4E)-(-)-3-Hydroxy-2-methyl-5-phenyl-4-pentensaeure-methylester

(2R,3S,4E)-(-)-2-Methyl-5-phenyl-4-penten-1,3-diol

Downstream raw materials:

(2E,3R,4S,5E)-methyl 4-methoxy-2-(methoxymethylene)-3-methyl-6-phenylhex-5-enoate

(2Z,3R,4S,5E)-(+)-4-Methoxy-2-(methoxymethylen)-3-methyl-6-phenyl-5-hexensaeure-methylester