Diisopropyl (R)-(+)-malate

Base Information

• Chemical Name: Diisopropyl (R)-(+)-malate
• CAS No.: 83540-97-0
• Molecular Formula: C10H18O5
• Molecular Weight: 218.25
• Hs Code.: 2918199090
• European Community (EC) Number: 623-300-9
• DSSTox Substance ID: DTXSID60448449
• Nikkaji Number: J1.582.081K
• Wikidata: Q72467458
• Mol file: 83540-97-0.mol

Synonyms:(R)-Diisopropyl 2-hydroxysuccinate;83540-97-0;Diisopropyl (R)-(+)-malate;dipropan-2-yl (2R)-2-hydroxybutanedioate;diisopropyl (R)-2-hydroxysuccinate;DIISOPROPYL(R)-(+)-MALATE;diisopropyl-(R)-(+)-malate;SCHEMBL2246742;DTXSID60448449;XYVHRFVONMVDGK-MRVPVSSYSA-N;AMY41235;(+)-D-Malic acid diisopropyl ester;MFCD00274204;AKOS016843641;DS-4999;A864253

Chemical Property of Diisopropyl (R)-(+)-malate

Chemical Property:

• Vapor Pressure: 0.000105mmHg at 25°C
• Refractive Index: n20/D 1.43(lit.)
• Boiling Point: 301.2 °C at 760 mmHg
• PKA: 12.45±0.20(Predicted)
• Flash Point: 108.4 °C
• PSA: 72.83000
• Density: 1.095 g/cm³
• LogP: 0.64060
• Storage Temp.: 2-8°C
• XLogP3: 0.9
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 7
• Exact Mass: 218.11542367
• Heavy Atom Count: 15
• Complexity: 222

Purity/Quality:

99.0% ^*data from raw suppliers

Diisopropyl(r)-(+)-malate ^*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(C)OC(=O)CC(C(=O)OC(C)C)O
• Isomeric SMILES: CC(C)OC(=O)C[C@H](C(=O)OC(C)C)O

Technology Process of Diisopropyl (R)-(+)-malate

There total 8 articles about Diisopropyl (R)-(+)-malate 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%

L-(+)-diisopropyl tartrate (2217-15-4) → (2R)-diisopropyl 2-hydroxybutanedioate (83540-97-0,6947-09-7)

Guidance literature:

With samarium diiodide; ethylene glycol; In tetrahydrofuran; for 1h; Ambient temperature;

DOI:10.1016/S0040-4039(00)99165-2

Reference yield: 89.0%

(4R,5R)-2-Thioxo-[1,3]dioxolane-4,5-dicarboxylic acid diisopropyl ester → (2R)-diisopropyl 2-hydroxybutanedioate (83540-97-0,6947-09-7)

Guidance literature:

With magnesium iodide; In acetonitrile; for 0.5h; Heating;

DOI:10.1080/00032719808006482

Reference yield: 78.0%

→ (2R)-diisopropyl 2-hydroxybutanedioate (83540-97-0,6947-09-7)

Guidance literature:

upstream raw materials:

L-(+)-diisopropyl tartrate

D-Malic acid

isopropyl alcohol

tert-butyl-[(2R,5S,6S)-5,6-dimethoxy-5,6-dimethyl-3-oxo-[1,4]dioxan-2-yl]-acetate

Downstream raw materials:

2R-hydroxy-3S-(phenylmethyl)butanedioic acid

(2S,3R)-2-(4-Benzyloxy-3-methoxy-benzyl)-3-hydroxy-succinic acid diisopropyl ester

(R)-2-Benzyl-3-hydroxy-succinic acid diisopropyl ester

Refernces

• 1、 Diez, Elena,Dixon, Darren J.,Ley, Steven V.. "Butane-2,3-diacetal-desymmetrized glycolic acid - A new building block for the stereoselective synthesis of enantiopure α-hydroxy acids". . p. 2906 - 2909. Retrieved 2007/10/03.
• 2、 -. "Ruthenium-catalyzed production of cyclic sulfates". . . Retrieved 2008/06/13.