Bis<(1S,2R,4R)-2-methyl-5-(1-methyl-1-phenylethyl)cyclohexyl>malonate

Base Information

• Chemical Name: Bis<(1S,2R,4R)-2-methyl-5-(1-methyl-1-phenylethyl)cyclohexyl>malonate
• CAS No.: 75863-05-7
• Molecular Formula: C₃₅H₄₈O₄
• Molecular Weight: 532.764
• Mol file: 75863-05-7.mol

Synonyms:Bis<(1S,2R,4R)-2-methyl-5-(1-methyl-1-phenylethyl)cyclohexyl>malonate

Chemical Property of Bis<(1S,2R,4R)-2-methyl-5-(1-methyl-1-phenylethyl)cyclohexyl>malonate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of Bis<(1S,2R,4R)-2-methyl-5-(1-methyl-1-phenylethyl)cyclohexyl>malonate

There total 4 articles about Bis<(1S,2R,4R)-2-methyl-5-(1-methyl-1-phenylethyl)cyclohexyl>malonate 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: 100.0%

malonic acid (141-82-2) + (-)-8-phenylmenthol (65253-04-5) → Bis<(1S,2R,4R)-2-methyl-5-(1-methyl-1-phenylethyl)cyclohexyl>malonate (75863-05-7)

Guidance literature:

With dicyclohexyl-carbodiimide; In diethyl ether; at 20 ℃; for 0.5h;

DOI:10.1021/jo801541m

Reference yield: 80.0%

(1S,2S,5R)-5-methyl-2-(1-methyl-1-phenylethyl)-cyclohexan-1-ol (104870-75-9) + malonoyl dichloride (1663-67-8) → Malonic acid bis-[(2S,5R)-5-methyl-2-(1-methyl-1-phenyl-ethyl)-cyclohexyl] ester (75863-05-7,104870-76-0)

Guidance literature:

With 1H-imidazole; dmap; In dichloromethane;

Reference yield:

pulegone (89-82-7,90449-51-7) → Malonic acid bis-[(2S,5R)-5-methyl-2-(1-methyl-1-phenyl-ethyl)-cyclohexyl] ester (75863-05-7,104870-76-0)

Guidance literature:

Multi-step reaction with 2 steps

1: 1.) Cu, 2.) NaBH₄ / 2). methanol, 4 h, room temperature

2: 80 percent / imidazole, 4-(N,N-dimethylamino)pyridine / CH₂Cl₂

With 1H-imidazole; dmap; sodium tetrahydroborate; copper; In dichloromethane;

upstream raw materials:

(1S,2S,5R)-5-methyl-2-(1-methyl-1-phenylethyl)-cyclohexan-1-ol

malonoyl dichloride

pulegone

malonic acid

Downstream raw materials:

3-Methylcyclopent-3-en-1,1-dicarbonsaeure-bis(<1R,2S,5R>-2-(1-methyl-1-phenylethyl)-5-methylcyclohexyl)ester

<2S>-2-Isopropenyl-cyclopropan-1,1-dicarbonsaeure-bis(<1R,2S,5R>-2-(1-methyl-1-phenylethyl)-5-methylcyclohexyl)ester

<2R>-2-Isopropenyl-cyclopropan-1,1-dicarbonsaeure-bis(<1R,2S,5R>-2-(1-methyl-1-phenylethyl)-5-methylcyclohexyl)ester

bis((1R,2S,5R)-5-methyl-2-[2-phenylpropan-2-yl]cyclohexyl) malonate