Dimethyl (R)-2-methylglutarate

Base Information

• Chemical Name: Dimethyl (R)-2-methylglutarate
• CAS No.: 33514-22-6
• Molecular Formula: C8H14 O4
• Molecular Weight: 174.197
• Hs Code.: 2917190090
• European Community (EC) Number: 251-552-6
• DSSTox Substance ID: DTXSID301277940
• Nikkaji Number: J72.008I
• Mol file: 33514-22-6.mol

Synonyms:33514-22-6;(R)-DIMETHYL 2-METHYLPENTANEDIOATE;Dimethyl (R)-2-methylglutarate;dimethyl (2R)-2-methylpentanedioate;1,5-dimethyl (2R)-2-methylpentanedioate;SCHEMBL16300949;DTXSID301277940;AKOS006328127;(3r)-methylglutaric acid monomethyl ester;NS00055629

Chemical Property of Dimethyl (R)-2-methylglutarate

Chemical Property:

• Boiling Point: 204.4°Cat760mmHg
• Flash Point: 90.8°C
• PSA: 52.60000
• Density: 1.037g/cm³
• LogP: 0.74870
• XLogP3: 0.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 6
• Exact Mass: 174.08920892
• Heavy Atom Count: 12
• Complexity: 164

Purity/Quality:

99% ^*data from raw suppliers

(R)-DIMETHYL 2-METHYLPENTANEDIOATE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(CCC(=O)OC)C(=O)OC
• Isomeric SMILES: C[C@H](CCC(=O)OC)C(=O)OC

Technology Process of Dimethyl (R)-2-methylglutarate

There total 6 articles about Dimethyl (R)-2-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: 19.5%

diazomethane (186581-53-3,908094-01-9,334-88-3) + (R)-2-methylglutaric acid (1115-81-7) → dimethyl (R)-(-)-2-methylglutarate (33514-22-6)

Guidance literature:

In diethyl ether;

DOI:10.1016/S0040-4020(01)86224-4

Reference yield:

dimethyl 2-methylenepentanedioate (5621-44-3) → (S)-(+)-dimethyl-2-methylglutarate (10171-92-3) + dimethyl (R)-(-)-2-methylglutarate (33514-22-6)

Guidance literature:

With (S)-N-diphenylphosphino-N-methyl-1-[(R)-2-(diphenylphosphino)ferrocenyl]ethylamine; bis(1,5-cyclooctadiene)rhodium(I) tetrafluoroborate; hydrogen; In dichloromethane; at 20 ℃; for 24h; under 15001.5 Torr; enantioselective reaction; Autoclave;

DOI:10.1016/j.tetasy.2009.02.046

Reference yield:

dimethyl 2-methylenepentanedioate (5621-44-3) → dimethyl (R)-(-)-2-methylglutarate (33514-22-6)

Guidance literature:

With bis(1,5-cyclooctadiene)rhodium(I) tetrafluoroborate; hydrogen; (S)-(1,1'-binaphthalene)-2,2'-diylbis(diphenylphosphine); In dichloromethane; at 20 ℃; for 24h; under 15001.5 Torr; optical yield given as %ee; enantioselective reaction; Autoclave;

DOI:10.1016/j.tetasy.2009.02.046

upstream raw materials:

diazomethane

(-)-(R)-1-Methyl-4,7-dihydro-indan

(-)-2-Methyl-glutarsaeure-1-methylester-5-<4-methoxycarbonyl-1,5-dimethylhexylester>

methyl iodide