Cyclohexaneacetic acid, 2-methylene-, methyl ester

Base Information

• Chemical Name: Cyclohexaneacetic acid, 2-methylene-, methyl ester
• CAS No.: 54445-54-4
• Molecular Formula: C10H16O2
• Molecular Weight: 168.236
• DSSTox Substance ID: DTXSID90485367
• Nikkaji Number: J405.305B

Synonyms:54445-54-4;Cyclohexaneacetic acid, 2-methylene-, methyl ester;DTXSID90485367

Chemical Property of Cyclohexaneacetic acid, 2-methylene-, methyl ester

Chemical Property:

• XLogP3: 2.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3
• Exact Mass: 168.115029749
• Heavy Atom Count: 12
• Complexity: 184

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: COC(=O)CC1CCCCC1=C

Technology Process of Cyclohexaneacetic acid, 2-methylene-, methyl ester

There total 17 articles about Cyclohexaneacetic acid, 2-methylene-, 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: 40.0%

1-(1'-diazo-2'-oxoprop-3'-yl)cyclohexene (54495-73-7) → 1,4,5,6,7,7a-hexahydro-inden-2-one (39163-29-6,117780-10-6) + (+/-)-methyl 2-methylene-1-cyclohexaneacetate (54445-54-4)

Guidance literature:

dirhodium tetraacetate; In methanol; dichloromethane; at 0 ℃; for 1h;

Reference yield: 31.0%

methanol (67-56-1) + 1-(1'-diazo-2'-oxoprop-3'-yl)cyclohexene (54495-73-7) → (+/-)-methyl 2-methylene-1-cyclohexaneacetate (54445-54-4)

Guidance literature:

copper(II) sulfate; In cyclohexane; for 4h; Heating;

DOI:10.1021/ja00326a018

Reference yield: 18.0%

methanol (67-56-1) + 1-(1'-diazo-2'-oxoprop-3'-yl)cyclohexene (54495-73-7) → 1,4,5,6,7,7a-hexahydro-inden-2-one (39163-29-6,117780-10-6) + (+/-)-methyl 2-methylene-1-cyclohexaneacetate (54445-54-4)

Guidance literature:

dirhodium tetraacetate; In dichloromethane; at 0 ℃; for 1h;

upstream raw materials:

diazomethane

methyl 1-cyclohexene-1-acetate

2-(2-methylenecyclohexyl)acetic acid

methanol

Downstream raw materials:

(1R*,αR*,1'R*)-(+/-)-α-(1'-hydroxyethyl)-2-methylene-cyclohexaneacetate

Methyl (2R^*,3S^*,1'S^*)-(+/-)-3-hydroxy-2-(2'-methylenecyclohexan-1'-yl)butyrate

Methyl (2R^*,3R^*,1'S^*)-(+/-)-3-hydroxy-2-(2'-methylenecyclohexan-1'-yl)butyrate

Methyl (2R^*,3S^*,1'R^*)-(+/-)-3-hydroxy-2-(2'-methylenecyclohexan-1'-yl)butyrate

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