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Merck
CN

43456

(+)-O,O′-Di-pivaloyl-D-tartaric acid

≥98.0%

Synonym(s):

(+)-DPTA

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About This Item

Linear Formula:
[(CH3)3CCO2CH(CO2H)-]2
CAS Number:
Molecular Weight:
318.32
NACRES:
NA.22
PubChem Substance ID:
eCl@ss:
39021705
UNSPSC Code:
12352108
MDL number:
Beilstein/REAXYS Number:
6894779
Assay:
≥98.0%
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Quality Segment

assay

≥98.0%

optical activity

[α]20/D +23.5±1°, c = 1.7% in dioxane

reaction suitability

reagent type: chrial catalyst

mp

127-130 °C (lit.)

functional group

carboxylic acid, ester

SMILES string

CC(C)(C)C(=O)O[C@@H]([C@H](OC(=O)C(C)(C)C)C(O)=O)C(O)=O

InChI

1S/C14H22O8/c1-13(2,3)11(19)21-7(9(15)16)8(10(17)18)22-12(20)14(4,5)6/h7-8H,1-6H3,(H,15,16)(H,17,18)/t7-,8-/m0/s1

InChI key

UFHJEZDFEHUYCR-YUMQZZPRSA-N

General description

(+)-O,O′-Di-pivaloyl-D-tartaric acid is a chiral protonating agent (CPA).

Other Notes

Reagent for the "deracemization" of carbonyl compounds by enantio-selective protonation of enamines or Li-enolates ; Synthesis of optically active α-amino acids


Storage Class

11 - Combustible Solids

WGK

WGK 3

Flash Point (°F)

Not applicable

Flash Point (°C)

Not applicable

PPE (personal protective equipment)

Eyeshields, Gloves, type N95 (US)



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