Methyl cyclohexylphenylglycolate, (+)-

Base Information

• Chemical Name: Methyl cyclohexylphenylglycolate, (+)-
• CAS No.: 20585-33-5
• Molecular Formula: C15H20O3
• Molecular Weight: 248.322
• UNII: YFR28100YD
• Nikkaji Number: J58.821K
• Wikidata: Q27294493
• Mol file: 20585-33-5.mol

Synonyms:Methyl cyclohexylphenylglycolate, (+)-;UNII-YFR28100YD;YFR28100YD;20585-33-5;Cyclohexaneglycolic acid, alpha-phenyl-, methyl ester, (S)-(+)-;Benzeneacetic acid, alpha-cyclohexyl-alpha-hydroxy-, methyl ester, (alphaS)-;(+)-methyl cyclohexylphenylglycolate;Q27294493;CYCLOHEXANEGLYCOLIC ACID, .ALPHA.-PHENYL-, METHYL ESTER, (S)-(+)-;BENZENEACETIC ACID, .ALPHA.-CYCLOHEXYL-.ALPHA.-HYDROXY-, METHYL ESTER, (.ALPHA.S)-

Chemical Property of Methyl cyclohexylphenylglycolate, (+)-

Chemical Property:

• XLogP3: 3.4
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 4
• Exact Mass: 248.14124450
• Heavy Atom Count: 18
• Complexity: 278

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: COC(=O)C(C1CCCCC1)(C2=CC=CC=C2)O
• Isomeric SMILES: COC(=O)[C@](C1CCCCC1)(C2=CC=CC=C2)O

Technology Process of Methyl cyclohexylphenylglycolate, (+)-

There total 7 articles about Methyl cyclohexylphenylglycolate, (+)- 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%

→ S-(+)-phenyl-2 cyclohexyl-2 hydroxy-2 acetate de methyle (20585-33-5)

Guidance literature:

Reference yield: 94.0%

methanol (67-56-1) + (S)-(+)-2-cyclohexyl-2-hydroxy-2-phenylacetaldehyde (20585-32-4) → S-(+)-phenyl-2 cyclohexyl-2 hydroxy-2 acetate de methyle (20585-33-5)

Guidance literature:

With potassium hydroxide; iodine; at 40 ℃; for 0.333333h;

DOI:10.1248/cpb.40.1415

Reference yield:

cyclohexylmagnesium bromide (931-50-0) → S-(+)-phenyl-2 cyclohexyl-2 hydroxy-2 acetate de methyle (20585-33-5)

Guidance literature:

Multi-step reaction with 2 steps

1: 2.) HCl / 1.) THF, -70 deg C, 1 h, 2.) THF, water, 0 deg C, 12 h

2: 94 percent / I₂, KOH / 0.33 h / 40 °C

With hydrogenchloride; potassium hydroxide; iodine;

DOI:10.1248/cpb.40.1415

upstream raw materials:

diazomethane

(S)-cyclohexylmandelic acid

methanol

(S)-(+)-2-cyclohexyl-2-hydroxy-2-phenylacetaldehyde

Downstream raw materials:

(-)-2-cyclohexyl-N-(4-dimethylamino-2-butynyl)-2-hydroxy-2-phenylacetamide

(S)-(-)-1-cyclohexyl-1-phenyl-1,2-etanediol

(S)-cyclohexylmandelic acid