Diisopropyl d-tartrate

Base Information

• Chemical Name: Diisopropyl d-tartrate
• CAS No.: 62961-64-2
• Molecular Formula: C10H18O6
• Molecular Weight: 234.249
• Hs Code.: 29181300
• European Community (EC) Number: 263-771-4
• Nikkaji Number: J134.758F
• Wikidata: Q72467493
• Mol file: 62961-64-2.mol

Synonyms:62961-64-2;Diisopropyl d-tartrate;(2S,3S)-Diisopropyl 2,3-dihydroxysuccinate;(-)-Diisopropyl D-tartrate;D-(-)-Tartaric acid diisopropyl ester;Diisopropyl D-(-)-Tartrate;MFCD00008876;dipropan-2-yl (2S,3S)-2,3-dihydroxybutanedioate;Butanedioic acid, 2,3-dihydroxy-, bis(1-methylethyl) ester, (2S,3S)-;(-)-D-TARTARIC ACID DIISOPROPYL ESTER;EINECS 263-771-4;1,4-bis(propan-2-yl) (2S,3S)-2,3-dihydroxybutanedioate;(S-(R*,R*))-2,3-Dihydroxybutanedioic acid, bis(1-methylethyl) ester;Diisopropyl (S-(R*,R*))-tartrate;Diisopropyl [S-(R*,R*)]-tartrate;Butanedioic acid, 2,3-dihydroxy-, 1,4-bis(1-methylethyl) ester, (2S,3S)-;Diisoprropyl-D-tartrate;d-(-)-diisopropyl tartrate;Diisopropyl 2,3-dihydroxysuccinate #;Butanedioic acid, 2,3-dihydroxy-, bis(1-methylethyl) ester, [S-(R*,R*)]-;D-(-)-Diisopropyl tartrate, D-DIPT;(-)-dipt;diisopropyl D-(-)-tartarate;(a")-Diisopropyl-D-tartrate;SCHEMBL1336756;Butanedioic acid, 2,3-dihydroxy-, bis(1-methylethyl) ester, (S-(R*,R*))-;AMY24013;(-)-Diisopropyl D-tartrate, 98%;AC7825;AKOS005264821;AC-8071;AC-20451;AS-11865;SY006106;(2S,3S)-Diisopropyl2,3-dihydroxysuccinate;CS-0093795;T1387;EN300-6492690;A834122;J-520331

Chemical Property of Diisopropyl d-tartrate

Chemical Property:

• Appearance/Colour: colorless to light yellow liquid
• Vapor Pressure: 0.00106mmHg at 25°C
• Refractive Index: 1.438 - 1.440
• Boiling Point: 268.1 °C at 760 mmHg
• PKA: 11.70±0.20(Predicted)
• Flash Point: 109.4 °C
• PSA: 93.06000
• Density: 1.188 g/cm³
• LogP: -0.38860
• Storage Temp.: Store below +30°C.
• Sensitive.: Hygroscopic
• Solubility.: Chloroform, Methanol
• XLogP3: 0.6
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 7
• Exact Mass: 234.11033829
• Heavy Atom Count: 16
• Complexity: 222

Purity/Quality:

99% ^*data from raw suppliers

D-(-)-DiisopropylTartrate ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 23-24/25-36-26

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

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

Refernces

Stereospecific Total Synthesis of Dimorphecolic Acid, 5(S)-HETE, and 12(S)-Hete

10.1246/cl.1988.1785

This research focuses on the first enantiospecific total synthesis of dimorphecolic acid, a compound with significant biological interest due to its role as a self-defensive substance against rice blast disease and its cation-specific ionophoric activity. The study also describes the synthesis of 5(S)-HETE and 12(S)-HETE, which are important monohydroxylated metabolites of arachidonic acid involved in inflammation and other health issues. The purpose of the research is to provide efficient and stereocontrolled routes for synthesizing these compounds, which are difficult to obtain from natural sources, thereby facilitating further biological investigations. The key chemicals used in the synthesis include methyl oleate, t-butyl hydroperoxide (TBHP), D(-) DIPT, Ti(O-i-Pr)4, I2, 1-heptyne, Pd(PPh3)4, CuI, and various reagents for specific reactions such as hydroborations and oxidative work-ups. The study concludes that the synthesized dimorphecolic acid from the rice plant exists as a mostly racemic mixture with the (S)-enantiomer being predominant, and the methods developed are applicable for synthesizing other HETEs, including 12(S)-HETE and 5(S)-HETE, with high optical purity and yield.