Phenylglyoxylsaeure-<(1R,2S,5R)-5-methyl-2-(1-methyl-1-phenylethyl)-1-cyclohexyl>ester

Base Information

• Chemical Name: Phenylglyoxylsaeure-<(1R,2S,5R)-5-methyl-2-(1-methyl-1-phenylethyl)-1-cyclohexyl>ester
• CAS No.: 88002-15-7
• Molecular Formula: C₂₄H₂₈O₃
• Molecular Weight: 364.485
• Mol file: 88002-15-7.mol

Synonyms:Phenylglyoxylsaeure-<(1R,2S,5R)-5-methyl-2-(1-methyl-1-phenylethyl)-1-cyclohexyl>ester

Chemical Property of Phenylglyoxylsaeure-<(1R,2S,5R)-5-methyl-2-(1-methyl-1-phenylethyl)-1-cyclohexyl>ester

Chemical Property:

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of Phenylglyoxylsaeure-<(1R,2S,5R)-5-methyl-2-(1-methyl-1-phenylethyl)-1-cyclohexyl>ester

There total 4 articles about Phenylglyoxylsaeure-<(1R,2S,5R)-5-methyl-2-(1-methyl-1-phenylethyl)-1-cyclohexyl>ester 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: 99.0%

(-)-8-phenylmenthol (65253-04-5) + Benzoylformic acid (611-73-4) → Phenylglyoxylsaeure-<(1R,2S,5R)-5-methyl-2-(1-methyl-1-phenylethyl)-1-cyclohexyl>ester (88002-15-7)

Guidance literature:

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

DOI:10.1021/jo00119a023

Reference yield: 91.0%

phenylglyoxylyl chloride (25726-04-9) + (-)-8-phenylmenthol (65253-04-5) → Phenylglyoxylsaeure-<(1R,2S,5R)-5-methyl-2-(1-methyl-1-phenylethyl)-1-cyclohexyl>ester (88002-15-7)

Guidance literature:

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

DOI:10.1021/ol0347141

Reference yield:

Benzoylformic acid (611-73-4) → Phenylglyoxylsaeure-<(1R,2S,5R)-5-methyl-2-(1-methyl-1-phenylethyl)-1-cyclohexyl>ester (88002-15-7)

Guidance literature:

Multi-step reaction with 2 steps

1: 70 percent / α,α-dichloromethyl methyl ether / 50 °C

2: 91 percent / DMAP; pyridine / CH₂Cl₂ / 0 °C

With pyridine; dmap; Dichloromethyl methyl ether; In dichloromethane;

DOI:10.1021/ol0347141

upstream raw materials:

phenylglyoxylyl chloride

(-)-8-phenylmenthol

Benzoylformic acid

(1R,2S,5R)-(+)-5-methyl-2-(1-methyl-1-phenylethyl)cyclohexyl chloroacetate

Downstream raw materials:

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

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

(S)-3,3,4,4-Tetramethyl-2-phenyl-oxetane-2-carboxylic acid (1R,2S,5R)-5-methyl-2-(1-methyl-1-phenyl-ethyl)-cyclohexyl ester

<(1R,2S,5R)-5-Methyl-2-(1-methyl-1-phenylethyl)cyclohexyl>-3,3,4,4-tetraethoxy-2-phenyl-2-oxetancarboxylat

Refernces

• 1、 Wipf, Peter,Stephenson, Corey R. J.. "Dimethylzinc-mediated addition of alkenylzirconocenes to α-keto and α-imino esters". . p. 2449 - 2452. Retrieved 2007/10/03.
• 2、 Hamon,Holman,Massy-Westropp. "Asymmetric syntheses with a new optically active perhydronaphthalene based chiral auxiliary". . p. 9593 - 9604. Retrieved 2007/10/02.