(4-tert-Butylcyclohexylidene)acetic acid methyl ester

Base Information

• Chemical Name: (4-tert-Butylcyclohexylidene)acetic acid methyl ester
• CAS No.: 88166-26-1
• Molecular Formula: C13H22O2
• Molecular Weight: 210.31300
• DSSTox Substance ID: DTXSID80444362
• Nikkaji Number: J1.838.158C,J1.838.162A,J629.992J
• Mol file: 88166-26-1.mol

Synonyms:Methyl 2-(4-tert-butylcyclohexylidene)acetate;88166-26-1;(4-tert-Butylcyclohexylidene)acetic acid methyl ester;SCHEMBL7776727;DTXSID80444362;NQNXNOABYCBNGX-UHFFFAOYSA-N;AKOS020183868;Methyl2-(4-tert-butylcyclohexylidene)acetate;EN300-1455219;4-tert-Butylcyclohexylideneacetic acid methyl ester;(aR)-(4alpha-tert-Butylcyclohexylidene)acetic acid methyl ester;(aS)-(4beta-tert-Butylcyclohexylidene)acetic acid methyl ester

Chemical Property of (4-tert-Butylcyclohexylidene)acetic acid methyl ester

Chemical Property:

• PSA: 26.30000
• LogP: 3.32210
• XLogP3: 3.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3
• Exact Mass: 210.161979940
• Heavy Atom Count: 15
• Complexity: 248

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)(C)C1CCC(=CC(=O)OC)CC1

Technology Process of (4-tert-Butylcyclohexylidene)acetic acid methyl ester

There total 14 articles about (4-tert-Butylcyclohexylidene)acetic acid methyl 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: 85.0%

(S)-(4-tert-Butyl-cyclohexyl)-((S)-toluene-4-sulfinyl)-acetic acid methyl ester (100281-87-6,100348-92-3) → (4-tert-Butyl-cyclohexylidene)-acetic acid methyl ester (88166-26-1)

Guidance literature:

In toluene; for 3h; Heating;

Reference yield: 15.0%

trimethyl phosphonoacetate (5927-18-4) + 4-tercbutyl-cyclohexanone (98-53-3) → methyl 4-tert-butylcyclohexylideneacetate (88166-26-1,100281-94-5,85048-20-0)

Guidance literature:

With potassium hydroxide; Cinchonin; In benzene; at 20 ℃; for 38h;

DOI:10.1016/S0040-4039(98)00442-0

Reference yield:

4-tercbutyl-cyclohexanone (98-53-3) + ((1R,2R,4R,6S,7S)-1,10,10-Trimethyl-4-oxo-5-phenyl-3-oxa-5-aza-4λ5-phospha-tricyclo[5.2.1.02,6]dec-4-yl)-acetic acid methyl ester → (4-tert-Butyl-cyclohexylidene)-acetic acid methyl ester (88166-26-1) + (4-tert-Butyl-cyclohexylidene)-acetic acid methyl ester (88166-26-1)

Guidance literature:

With potassium hexamethylsilazane; In tetrahydrofuran; at -35 ℃; for 48h; Yield given. Yields of byproduct given. Title compound not separated from byproducts;

DOI:10.1021/jo00102a005

upstream raw materials:

(S)-(4-tert-Butyl-cyclohexyl)-((S)-toluene-4-sulfinyl)-acetic acid methyl ester

(aR)-(-)-(4-tert-butylcyclohexylidene)acetic acid

methyl iodide

4-tercbutyl-cyclohexanone

Downstream raw materials:

Methyl 4(R,S)-tert-butylcyclohexenylacetate

(4-tert-Butylcyclohexyl)acetic acid methyl ester

2-(1-(4-tert-butylcyclohexenyl))ethyl brosylate

2-(4-tert-butyl-cyclohex-1-enyl)-ethanol