(R)-1-Methyl hydrogen 3-methylglutarate

Base Information

• Chemical Name: (R)-1-Methyl hydrogen 3-methylglutarate
• CAS No.: 63473-60-9
• Molecular Formula: C7H12O4
• Molecular Weight: 160.17
• Hs Code.: 2918990090
• European Community (EC) Number: 627-790-5
• DSSTox Substance ID: DTXSID80426441
• Nikkaji Number: J1.350.075D
• Wikidata: Q72492842
• Mol file: 63473-60-9.mol

Synonyms:63473-60-9;(R)-1-Methyl hydrogen 3-methylglutarate;(3R)-5-methoxy-3-methyl-5-oxopentanoic acid;(R)-5-Methoxy-3-methyl-5-oxopentanoic acid;Methyl (R)-(+)-3-methylglutarate;(R)-1-methyl hydrogen 3-methyl glutarate;SCHEMBL286783;AMY4069;DTXSID80426441;BYBMHSADRRMVHY-RXMQYKEDSA-N;AKOS017343555;3-(R)-methylglutaric acid mono methyl ester;(3r)-3-methyl-5-methoxy-5-oxopentanoic acid;(R)-3-Methylpentanedioic acid 1-methyl ester;3(R)-methyl-pentanedioic acid monomethyl ester;3-(R)-Methyl-pentanedioic acid monomethyl ester;(R,S)-3-Methyl-pentanedioic acid monomethyl ester;Pentanedioic acid,3-methyl-,1-methyl ester,(3R)-;Pentanedioic acid, 3-methyl-, 1-methyl ester, (3R)-;(R)-1-Methyl hydrogen 3-methylglutarate, >=98.0% (sum of enantiomers, GC)

Chemical Property of (R)-1-Methyl hydrogen 3-methylglutarate

Chemical Property:

• Vapor Pressure: 0.000479mmHg at 25°C
• Refractive Index: n20/D 1.438
• Boiling Point: 291.6 °C at 760 mmHg
• Flash Point: 108.4 °C
• PSA: 63.60000
• Density: 1.123 g/cm³
• LogP: 0.66030
• Storage Temp.: 2-8°C
• XLogP3: 0.8
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 5
• Exact Mass: 160.07355886
• Heavy Atom Count: 11
• Complexity: 153

Purity/Quality:

99% ^*data from raw suppliers

(R)-1-Methyl hydrogen 3-methylglutarate ≥98.0% (sum of enantiomers, GC) ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of (R)-1-Methyl hydrogen 3-methylglutarate

There total 32 articles about (R)-1-Methyl hydrogen 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: 99.0%

(1'S,3S)-(-)-1-(1'-naphthyl)ethyl methyl 3-methylpentanedioate → (R)-3-methylpentanedioic acid monomethyl ester (63473-60-9)

Guidance literature:

With hydrogen; palladium on activated charcoal; In ethyl acetate; for 96h; under 760 Torr; Ambient temperature;

DOI:10.1021/jo00053a027

Reference yield: 98.0%

dimethyl 3-methylglutarate (19013-37-7) → (R)-3-methylpentanedioic acid monomethyl ester (63473-60-9)

Guidance literature:

With pig liver esterase; phosphate buffer); at 23 ℃;

DOI:10.1016/S0040-4020(01)85099-7

Reference yield: 95.0%

methanol (67-56-1) + 3-methylglutaric anhydride (4166-53-4) → (R)-3-methylpentanedioic acid monomethyl ester (63473-60-9)

Guidance literature:

With N-((1S)-(6-methoxyquinolin-4-yl)((2S,4S,5R)-5-vinylquinuclidin-2-yl)methyl)-3,5-bis(trifluoromethyl)benzenesulfonamide; In tert-butyl methyl ether; at -20 ℃; for 4h; optical yield given as %ee;

DOI:10.1002/anie.200801636

upstream raw materials:

3-methyl-1,5-pentanedioic acid monomethyl ester

methanol

glutaric anhydride,

3-methylglutaric anhydride

Downstream raw materials:

D-3-methyl-undecanoic acid

D-3-methyl-dodecanoic acid

(R)-3-methyl-octanedioic acid-8-benzyl ester-1-methyl ester

L-3-methyl-dodecanoic acid

Refernces

• 1、 Yamamoto, Kazuyoshi,Nishioka, Takaaki,Oda, Jun'ichi,Yamamoto, Yukio. "ASYMMETRIC RING OPENING OF CYCLIC ACID ANHYDRIDES WITH LIPASE IN ORGANIC SOLVENTS". . p. 1717 - 1720. Retrieved 1988.
• 2、 B?uerle, Felix,Brückner, Reinhard. "Atropselective Synthesis of N,C-Bis(diphenylphosphanes) from Bridged 2-Arylindoles Based on Effective Point-to-Axial Asymmetric Inductions after an Unusual Dilithiation ⊥". supporting information. p. 9970 - 9975. Retrieved 2019/12/24.
• 3、 An?i?ek, Nika,Williams, Simon,Housden, Michael P.,Paterson, Ian. "Toward aplyronine payloads for antibody-drug conjugates: Total synthesis of aplyronines A and D". supporting information. p. 1343 - 1350. Retrieved 2018/03/06.