(1R,3R,4S)-8-phenyl-p-menthan-3-yl hydrogen propylmalonate

Base Information

• Chemical Name: (1R,3R,4S)-8-phenyl-p-menthan-3-yl hydrogen propylmalonate
• CAS No.: 122778-29-4
• Molecular Formula: C₂₂H₃₂O₄
• Molecular Weight: 360.494
• Mol file: 122778-29-4.mol

Synonyms:

Chemical Property of (1R,3R,4S)-8-phenyl-p-menthan-3-yl hydrogen propylmalonate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (1R,3R,4S)-8-phenyl-p-menthan-3-yl hydrogen propylmalonate

There total 1 articles about (1R,3R,4S)-8-phenyl-p-menthan-3-yl hydrogen propylmalonate 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: 69.0%

(-)-8-phenylmenthol (65253-04-5) + n-propylmalonic acid (616-62-6) → (1R,3R,4S)-8-phenyl-p-menthan-3-yl hydrogen propylmalonate (122778-29-4,122778-30-7,123463-90-1)

Guidance literature:

With dmap; dicyclohexyl-carbodiimide; In dichloromethane; acetonitrile; -30 deg,C, 16 h; 18 deg C, 8 h;

Reference yield: 96.0%

diazomethane (186581-53-3,908094-01-9,334-88-3) + (1R,3R,4S)-8-phenyl-p-menthan-3-yl hydrogen propylmalonate (122778-29-4,122778-30-7,123463-90-1) → methyl (1R,3R,4S)-8-phenyl-p-menthan-3-yl propylmalonate (130562-75-3,139590-57-1,139590-70-8)

Guidance literature:

In methanol; diethyl ether; for 0.5h; Ambient temperature;

Reference yield:

(1R,3R,4S)-8-phenyl-p-menthan-3-yl hydrogen propylmalonate (122778-29-4,122778-30-7,123463-90-1) → (1R,3R,4S)-8-phenyl-p-menthan-3-yl (2'R)-2'-amino-2'-methylpentanoate (134279-43-9,134279-66-6)

Guidance literature:

Multi-step reaction with 3 steps

1: 1) LDA / 1) THF, -78 deg C, 45 min, 2) -78 deg C, 2 h

2: 1) diphenylphosphoryl azide, Et₃N / 1) benzene, reflux, 2 h, 2) reflux, 20 h

3: cyclohexene / 10percent Pd-C / ethanol / 0.75 h / Heating

With diphenylphosphoranyl azide; triethylamine; lithium diisopropyl amide; cyclohexene; palladium on activated charcoal; In ethanol;

upstream raw materials:

(-)-8-phenylmenthol

n-propylmalonic acid

Downstream raw materials:

methyl (1R,3R,4S)-8-phenyl-p-menthan-3-yl propylmalonate

(S)-2-Hydroxymethyl-pentanoic acid (1R,2S,5R)-5-methyl-2-(1-methyl-1-phenyl-ethyl)-cyclohexyl ester

(1R,3R,4S)-8-phenyl-p-menthan-3-yl (2R)-2-hydroxymethylvalerate

(1R,3R,4S)-8-phenyl-p-menthan-3-yl hydrogen methyl(propyl)malonate

Refernces