l-menthyl phenylglyoxylate

Base Information

• Chemical Name: l-menthyl phenylglyoxylate
• CAS No.: 20229-41-8
• Molecular Formula: C₁₈H₂₄O₃
• Molecular Weight: 288.387
• Mol file: 20229-41-8.mol

Synonyms:l-menthyl phenylglyoxylate

Chemical Property of l-menthyl phenylglyoxylate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

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Technology Process of l-menthyl phenylglyoxylate

There total 15 articles about l-menthyl phenylglyoxylate 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%

phenylglyoxylyl chloride (25726-04-9) + (-)-menthol (2216-51-5) → l-menthyl phenylglyoxylate (20229-41-8)

Guidance literature:

With pyridine; dmap; In dichloromethane; at 0 ℃;

DOI:10.1021/ol0347141

Reference yield: 90.0%

(-)-menthol (2216-51-5) + Benzoylformic acid (611-73-4) → l-menthyl phenylglyoxylate (20229-41-8)

Guidance literature:

With toluene-4-sulfonic acid; In toluene; Heating;

DOI:10.1021/jo00119a023

Reference yield: 85.0%

bis[(1R,2S,5R)-2-isopropyl-5-methylcyclohexyl]oxalate (2085-26-9) + phenylmagnesium bromide → l-menthyl phenylglyoxylate (20229-41-8)

Guidance literature:

In tetrahydrofuran; at -40 ℃; for 2h;

DOI:10.1016/j.tetasy.2003.08.013

upstream raw materials:

phenylglyoxylyl chloride

(-)-menthol

methyl 2-oxo-2-phenylacetate

menthol

Downstream raw materials:

methyl 2-oxo-2-phenylacetate

3,3-Dimethyl-7-phenyl-2,4,6-trioxa-bicyclo[3.2.0]heptane-7-carboxylic acid (1R,2S,5R)-2-isopropyl-5-methyl-cyclohexyl ester

(S)-3,3-Dimethyl-7-phenyl-2,4,6-trioxa-bicyclo[3.2.0]heptane-7-carboxylic acid (1S,2R,5S)-2-isopropyl-5-methyl-cyclohexyl ester

2-Hydroxy-6-methyl-2-phenyl-heptanoic acid (1R,2S,5R)-2-isopropyl-5-methyl-cyclohexyl ester

Refernces

• 1、 Roy, Sourav,Kumar, Gourav,Chatterjee, Indranil. "Photoinduced Diverse Reactivity of Diazo Compounds with Nitrosoarenes". supporting information. p. 6709 - 6713. Retrieved 2021/09/08.
• 2、 Xiang, Ji-Ming,Li, Bao-Lin. "The stereoselective synthesis of 2-aryl-2-hydroxybutanoic acid via menthyl chiral auxiliaries". experimental part. p. 2015 - 2022. Retrieved 2010/12/25.