Methyl 1,4-dioxaspiro[4.5]decane-8-carboxylate

Base Information

• Chemical Name: Methyl 1,4-dioxaspiro[4.5]decane-8-carboxylate
• CAS No.: 26845-47-6
• Molecular Formula: C10H16O4
• Molecular Weight: 200.235
• Hs Code.: 2932999099
• European Community (EC) Number: 869-783-1
• DSSTox Substance ID: DTXSID00445699
• Nikkaji Number: J895.429A
• Mol file: 26845-47-6.mol

Synonyms:Methyl 1,4-dioxaspiro[4.5]decane-8-carboxylate;26845-47-6;MFCD13195278;SCHEMBL3188594;1,4-Dioxaspiro[4.5]decane-8-carboxylic Acid Methyl Ester;DTXSID00445699;XUTIURCKMWHHLX-UHFFFAOYSA-N;AB7519;AKOS015900852;CS-W018928;PB42435;DS-17830;SY108459;FT-0671712;M3273;4-Carbomethoxy-1-cyclohexanone ethylene ketal;EN300-133702;methyl 1,4-dioxaspiro [4.5]decan-8-carboxylate;methyl 1,4-dioxaspiro[4,5]decane-8-carboxylate;methyl 1,4-dioxaspiro[4.5]decan-8-carboxylate;methyl?1,4-dioxaspiro[4.5]decane-8-carboxylate;A850078;J-521742;Z1269224243

Chemical Property of Methyl 1,4-dioxaspiro[4.5]decane-8-carboxylate

Chemical Property:

• Boiling Point: 96-100 °C
• PSA: 44.76000
• Density: 1.15±0.1 g/cm3(Predicted)
• LogP: 1.09270
• Storage Temp.: Inert atmosphere,Room Temperature
• XLogP3: 0.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 2
• Exact Mass: 200.10485899
• Heavy Atom Count: 14
• Complexity: 210

Purity/Quality:

97% ^*data from raw suppliers

Methyl 1,4-Dioxaspiro[4.5]decane-8-carboxylate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC(=O)C1CCC2(CC1)OCCO2
• Uses: methyl 1,4-dioxaspiro[4.5]decane-8-carboxylate is a reagnet used in the preparation of pharmaceutical compounds such as high affinity H3 receptor agonists and reverse hydroxamate-based selective TACE inhibitors.

Technology Process of Methyl 1,4-dioxaspiro[4.5]decane-8-carboxylate

There total 1 articles about Methyl 1,4-dioxaspiro[4.5]decane-8-carboxylate 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:

4-hydroxycyclohexanecarboxylic acid (3685-22-1,3685-26-5,17419-81-7) → methyl 1,4-dioxaspiro[4.5]decane-8-carboxylate (26845-47-6)

Guidance literature:

Multi-step reaction with 3 steps

1: thionyl chloride / 70 °C

2: sodium acetate; pyridinium chlorochromate / dichloromethane / 7 h / 20 °C

3: toluene-4-sulfonic acid / toluene / Reflux

With thionyl chloride; sodium acetate; toluene-4-sulfonic acid; pyridinium chlorochromate; In dichloromethane; toluene;

Reference yield: 93.5%

methyl 1,4-dioxaspiro[4.5]decane-8-carboxylate (26845-47-6) + benzyl bromide (100-39-0) + diisopropylamine (108-18-9) → 4-benzyl-4-carbomethoxy-1-cyclohexaneone ethylene ketal

Guidance literature:

With n-butyllithium; In tetrahydrofuran; methanol; pentane;

Reference yield: 60.0%

2-Chloro-5-phenyloxazole (62124-43-0) + methyl 1,4-dioxaspiro[4.5]decane-8-carboxylate (26845-47-6) → methyl 8-(5-phenyloxazol-2-yl)-1,4-dioxaspiro[4.5]decane-8-carboxylate

Guidance literature:

With C₁₈H₁₈Cl₂Pd₂; lithium hexamethyldisilazane; tri tert-butylphosphoniumtetrafluoroborate; In toluene; at 25 ℃; for 16h; Inert atmosphere;

DOI:10.1021/acs.joc.7b01443

upstream raw materials:

4-hydroxycyclohexanecarboxylic acid

Downstream raw materials:

(1,4-dioxaspiro[4.5]dec-8-yl)methanol

1,4-dioxaspiro<4,5>decane-8-carboxamide

4-(1H-imidazol-5-yl)cyclohexanone

4-(4-hydroxycyclohexyl)imidazole-1-carboxylic acid tert-butyl ester