(S)-(-)-Methylsuccinic acid dimethyl ester

Base Information

• Chemical Name: (S)-(-)-Methylsuccinic acid dimethyl ester
• CAS No.: 63163-08-6
• Molecular Formula: C₇H₁₂O₄
• Molecular Weight: 160.17
• Hs Code.: 2917190090
• Mol file: 63163-08-6.mol

Synonyms:Butanedioicacid, methyl-, dimethyl ester, (2S)- (9CI);Butanedioic acid, methyl-, dimethylester, (S)-;(-)-(S)-Dimethyl methylsuccinate;(2S)-2-Methylbutane-1,4-dioicacid dimethyl ester;(2S)-Methylbutanedioic acid dimethyl ester;(S)-2-Methylglutaric acid dimethyl ester;(S)-Dimethyl 2-methylsuccinate;(S)-Dimethyl methylsuccinate;(S)-a-Methylsuccinic acid dimethyl ester;Dimethyl (2S)-2-methylsuccinate;

Chemical Property of (S)-(-)-Methylsuccinic acid dimethyl ester

Chemical Property:

• Refractive Index: -6 ° (C=neat)
• Boiling Point: 195.999 °C at 760 mmHg
• Flash Point: 83.333 °C
• PSA: 52.60000
• Density: 1.058 g/cm³
• LogP: 0.35860
• Storage Temp.: 2-8°C
• Water Solubility.: Practically insoluble in water

Purity/Quality:

98%,99%, ^*data from raw suppliers

Dimethyl (S)-(-)-Methylsuccinate >98.0%(GC) ^*data from reagent suppliers

Safty Information:

• Statements: 36/37/38
• Safety Statements: 26-36/37/39

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of (S)-(-)-Methylsuccinic acid dimethyl ester

There total 95 articles about (S)-(-)-Methylsuccinic acid dimethyl 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: 99.0%

methyl (3S)-4,4,4-trimethoxy-3-methylbutanoate (1283688-51-6) → (S)-dimethyl 2-methylsuccinate (1604-11-1,21307-96-0,22644-27-5,63163-08-6)

Guidance literature:

With hydrogenchloride; water; In diethyl ether; for 0.166667h;

DOI:10.1016/j.tetasy.2010.12.014

Reference yield: 99.0%

mesaconic acid dimethyl ester (617-53-8) → (S)-dimethyl 2-methylsuccinate (1604-11-1,21307-96-0,22644-27-5,63163-08-6)

Guidance literature:

With formic acid; TETRACYCLINE; paraquat dichloride; In water; at 40 ℃; for 100h; Clostridium formicoaceticum;

DOI:10.1016/S0040-4020(01)85677-5

Reference yield: 90.0%

diazomethane (186581-53-3,908094-01-9,334-88-3) + L-malic acid (2174-58-5) → (S)-dimethyl 2-methylsuccinate (1604-11-1,21307-96-0,22644-27-5,63163-08-6)

Guidance literature:

With sodium hydroxide; acetic acid; In methanol; 1,2-dimethoxyethane; diethyl ether; for 2h;

DOI:10.1016/S0040-4020(01)85910-X

upstream raw materials:

methanol

2-methylbutanedioic acid

5-methyl-(3H,5H)-tetrahydrothiophene-2,4-dione

citraconic acid anhydride

Downstream raw materials:

2-methyl-1,4-butandiol

2-Methyl-bernsteinsaeure-dihydrazid

(R)-2-methyl-succinic acid 4-methyl ester

(S)-dimethyl 2-methylsuccinate

Refernces

• 1、 Nett, Nathalie,Duewel, Sabine,Schmermund, Luca,Benary, Gerrit E.,Ranaghan, Kara,Mulholland, Adrian,Opperman, Diederik J.,Hoebenreich, Sabrina. "A robust and stereocomplementary panel of ene-reductase variants for gram-scale asymmetric hydrogenation". . . Retrieved 2021/01/25.
• 2、 Miyamoto, Yusuke,Sumida, Yuto,Ohmiya, Hirohisa. "Generation of Functionalized Alkyl Radicals via the Direct Photoexcitation of 2,2′-(Pyridine-2,6-diyl)diphenol-Based Borates". supporting information. p. 5865 - 5870. Retrieved 2021/07/31.