Benzeneacetic acid, (1R,2S,5R)-5-methyl-2-(1-methylethyl)cyclohexyl ester

Base Information

• Chemical Name: Benzeneacetic acid, (1R,2S,5R)-5-methyl-2-(1-methylethyl)cyclohexyl ester
• CAS No.: 26171-78-8
• Molecular Formula: C18H26 O2
• Molecular Weight: 274.403
• European Community (EC) Number: 247-498-8
• DSSTox Substance ID: DTXSID40885338
• Nikkaji Number: J219.556I
• Wikidata: Q65224426
• Mol file: 26171-78-8.mol

Synonyms:26171-78-8;Benzeneacetic acid, (1R,2S,5R)-5-methyl-2-(1-methylethyl)cyclohexyl ester;1-Menthyl phenylacetate;[(1R,2S,5R)-5-methyl-2-propan-2-ylcyclohexyl] 2-phenylacetate;(-)-Menthyl phenylacetate;EINECS 247-498-8;Menthol phenylacetate, (1R,3R,4S)-(-)-;(1R - (1a,2b,5a)) - p - menthyl phenylacetate;(1R-(1alpha,2beta,5alpha))-p-Menthyl phenylacetate;[1R-(1alpha,2beta,5alpha)]-p-menthyl phenylacetate;GIFKSWTZIAVRIG-HYVNUMGLSA-;DTXSID40885338;Benzeneacetic acid, 5-methyl-2-(1-methylethyl)cyclohexyl ester, (1R-(1-alpha,2-beta,5-alpha))-;Benzeneacetic acid, 5-methyl-2-(1-methylethyl)cyclohexyl ester, (1R-(1alpha,2beta,5alpha))-;Benzeneacetic acid, 5-methyl-2-(1-methylethyl)cyclohexyl ester, (1theta-(1alpha,2beta,5alpha))-;Benzeneacetic acid, 5-methyl-2-(1-methylethyl)cyclohexyl ester, [1R-(1.alpha.,2.beta.,5.alpha.)]-;Benzeneacetic acid (1R,3R,4S)-p-menthane-3-yl ester;InChI=1/C18H26O2/c1-13(2)16-10-9-14(3)11-17(16)20-18(19)12-15-7-5-4-6-8-15/h4-8,13-14,16-17H,9-12H2,1-3H3/t14-,16+,17-/m1/s1

Chemical Property of Benzeneacetic acid, (1R,2S,5R)-5-methyl-2-(1-methylethyl)cyclohexyl ester

Chemical Property:

• Refractive Index: 1.5510 (estimate)
• Boiling Point: 377.38°C (rough estimate)
• PSA: 26.30000
• Density: 0.9965 (rough estimate)
• LogP: 4.23310
• XLogP3: 5.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 5
• Exact Mass: 274.193280068
• Heavy Atom Count: 20
• Complexity: 305

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1CCC(C(C1)OC(=O)CC2=CC=CC=C2)C(C)C
• Isomeric SMILES: C[C@@H]1CC[C@H]([C@@H](C1)OC(=O)CC2=CC=CC=C2)C(C)C

Technology Process of Benzeneacetic acid, (1R,2S,5R)-5-methyl-2-(1-methylethyl)cyclohexyl ester

There total 7 articles about Benzeneacetic acid, (1R,2S,5R)-5-methyl-2-(1-methylethyl)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: 92.0%

phenylacetic acid (103-82-2) + (-)-menthol (2216-51-5) → (1R,2S,5R)-2-isopropyl-5-methylcyclohexyl 2-phenylacetate (26171-78-8)

Guidance literature:

With glucose-diphenylaminium tosylate-derived carbon solid acid (GDTCSA); In n-heptane; at 80 ℃; for 8h;

DOI:10.1039/c4gc01395f

Reference yield: 90.0%

(-)-menthol (2216-51-5) + phenylacetylene (536-74-3) → (1R,2S,5R)-2-isopropyl-5-methylcyclohexyl 2-phenylacetate (26171-78-8)

Guidance literature:

With 4-methylpyridine-1-oxide; chloro(1,5-cyclooctadiene)rhodium(I) dimer; P(p-C₆H₄F)3; In acetonitrile; at 60 ℃; for 48h; Inert atmosphere;

DOI:10.1002/anie.201303669

Reference yield: 82.0%

(-)-menthol (2216-51-5) + phenylacetyl chloride (103-80-0) → (1R,2S,5R)-2-isopropyl-5-methylcyclohexyl 2-phenylacetate (26171-78-8)

Guidance literature:

With triethylamine; In dichloromethane; at 0 - 25 ℃; Inert atmosphere;

DOI:10.1016/j.tetasy.2010.02.010

upstream raw materials:

phenylacetic acid

(-)-menthol

phenylacetyl chloride

benzeneacetic acid methyl ester

Downstream raw materials:

(1R,2S,5R)-8-menthyl (R)-2-(4-chlorophenylamino)-2-phenylacetate

C₂₄H₃₀ClNO₂

(1R,2S,5R)-2-isopropyl-5-methylcyclohexyl (2R,3R)-3-benzylamino-2,3-diphenylpropanoate

N-benzylphenylacetamide