Dimethyl 3-hydroxy-3-methylglutarate

Base Information

• Chemical Name: Dimethyl 3-hydroxy-3-methylglutarate
• CAS No.: 56652-39-2
• Molecular Formula: C8H14 O5
• Molecular Weight: 190.196
• European Community (EC) Number: 260-314-0
• UNII: 2HN8Y57UGY
• DSSTox Substance ID: DTXSID30205223
• Nikkaji Number: J267.070D
• Wikidata: Q83078721
• Mol file: 56652-39-2.mol

Synonyms:Dimethyl 3-hydroxy-3-methylglutarate;dimethyl 3-hydroxy-3-methylpentanedioate;56652-39-2;2HN8Y57UGY;EINECS 260-314-0;UNII-2HN8Y57UGY;SCHEMBL7047649;DTXSID30205223;Dimethyl 3-hydroxy-3-methylpentane-1,5-dioate;3-Hydroxy-3-methylpentanedioic acid dimethyl ester

Chemical Property of Dimethyl 3-hydroxy-3-methylglutarate

Chemical Property:

• Vapor Pressure: 0.000677mmHg at 25°C
• Boiling Point: 274.6°Cat760mmHg
• PKA: 12.67±0.29(Predicted)
• Flash Point: 103.6°C
• PSA: 72.83000
• Density: 1.151g/cm³
• LogP: -0.13640
• XLogP3: -0.6
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 6
• Exact Mass: 190.08412354
• Heavy Atom Count: 13
• Complexity: 181

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(CC(=O)OC)(CC(=O)OC)O

Technology Process of Dimethyl 3-hydroxy-3-methylglutarate

There total 14 articles about Dimethyl 3-hydroxy-3-methylglutarate 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: 91.0%

methanol (67-56-1) + meglutol (503-49-1) → dimethyl 3-hydroxy-3-methylglutarate (56652-39-2)

Guidance literature:

With thionyl chloride; at 0 ℃;

DOI:10.1016/S0040-4020(01)90506-X

Reference yield:

1,1-diallylethanol (25201-40-5) → dimethyl 3-hydroxy-3-methylglutarate (56652-39-2)

Guidance literature:

Multi-step reaction with 2 steps

1: 1.) ozone, 2.) acetic acid, hydrogen peroxide / 1.) dichloromethane, acetic acid, -78 deg C, 2.) reflux, 6 h

2: methanol; diethyl ether

With dihydrogen peroxide; ozone; acetic acid; In methanol; diethyl ether;

DOI:10.1039/P19830001417

Reference yield:

sodium methylate (124-41-4) → dimethyl 3-hydroxy-3-methylglutarate (56652-39-2)

Guidance literature:

With 1,4-dioxane; methanol; Edukt 1 wurde im amorphen Form aus Samenhuellen von Linium usitatissimum isoliert;

DOI:10.1021/ja01634a007

upstream raw materials:

diazomethane

meglutol

methanol

tetramethylether of 3,5-di-O-caffeoyl-4-O-(3-hydroxy-3-methyl)glutaroylquinic acid dimethyl ester

Downstream raw materials:

dl-tert-butyl 2-tert-butoxycarbonyl-5-hydroxy-5-methyl-3-oxo-1-cyclohexene-1-acetate

3-methyl-1,3,5-pentanetriol

(R)-5-(tert-Butyldimethylsilyloxy)-3-methoxy-5-methylhex-2-en-1-one

Refernces

• 1、 Gavagnin, Margherita,Carbone, Marianna,Amodeo, Pietro,Mollo, Ernesto,Vitale, Rosa Maria,Roussis, Vassilios,Cimino, Guido. "Structure and absolute stereochemistry of syphonoside, a unique macrocyclic glycoterpenoid from marine organisms". . p. 5625 - 5630. Retrieved 2008/02/09.
• 2、 Equi, Angela M.,Brown, Alison M.,Cooper, Alan,Her, Surjit K.,Watson, Allan B.,Robins, David J.. "Oxidation of putrescine and cadaverine derivatives by diamine oxidases". . p. 507 - 518. Retrieved 2007/10/02.