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Diisopropyl L-(+)-Tartrate

Catalog Number
ACM2217154
Product Name
Diisopropyl L-(+)-Tartrate
Structure
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CAS
2217-15-4
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Synonyms
Diisopropyl (+)-L-tartrate; Butanedioic acid, 2,3-dihydroxy-, bis(1-methylethyl) ester, (R*,R*)-; XEBCWEDRGPSHQH-HTQZYQBOSA-N; ( )-Diisopropyl L-tartrate; ZINC1599249; 58167-01-4; (R,R) -diisopropyl tartrate; AI3-03572; SC-02559; Diisopropyl (R,R)-tartrate;
IUPAC Name
dipropan-2-yl (2R,3R)-2,3-dihydroxybutanedioate;
Molecular Weight
234.248g/mol
Molecular Formula
C10H18O6;
Canonical SMILES
CC(C)OC(=O)C(C(C(=O)OC(C)C)O)O;
InChI
InChI=1S/C10H18O6/c1-5(2)15-9(13)7(11)8(12)10(14)16-6(3)4/h5-8,11-12H,1-4H3/t7-,8-/m1/s1;
InChI Key
XEBCWEDRGPSHQH-HTQZYQBOSA-N;
Complexity
222
Covalently-Bonded Unit Count
1
Defined Atom Stereocenter Count
2
EC Number
218-709-0
Exact Mass
234.11g/mol
H-Bond Acceptor
6
H-Bond Donor
2
Heavy Atom Count
16
Monoisotopic Mass
234.11g/mol
Rotatable Bond Count
7
Topological Polar Surface Area
93.1A^2
Application
Diisopropyl L-(+)-Tartrate is a colorless to light yellow liquid used as a reagent in the enantioselective epoxidation process for the kinetic resolution of racemic allylic alcohols and α-furfuryl amides. Its role in this process is crucial for selectively catalyzing reactions that separate enantiomers, which are molecules that are mirror images of each other. This reagent's utility lies in its ability to achieve high enantioselectivity, thereby enhancing the efficiency and specificity of the epoxidation reaction. Both D- and L-forms of diisopropyl tartrate serve similar purposes in these chemical reactions.
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