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76769-55-6 molecular structure
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(2S,3S)-2,3-bis[(2,2-dimethylpropanoyl)oxy]butanedioic acid

ChemBase ID: 152589
Molecular Formular: C14H22O8
Molecular Mass: 318.31968
Monoisotopic Mass: 318.13146766
SMILES and InChIs

SMILES:
CC(C)(C)C(=O)O[C@@H]([C@@H](C(=O)O)OC(=O)C(C)(C)C)C(=O)O
Canonical SMILES:
OC(=O)[C@H]([C@@H](C(=O)O)OC(=O)C(C)(C)C)OC(=O)C(C)(C)C
InChI:
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
InChIKey:
UFHJEZDFEHUYCR-YUMQZZPRSA-N

Cite this record

CBID:152589 http://www.chembase.cn/molecule-152589.html

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NAMES AND DATABASE IDS

NAMES AND DATABASE IDS

Names Database IDs
IUPAC name
(2S,3S)-2,3-bis[(2,2-dimethylpropanoyl)oxy]butanedioic acid
IUPAC Traditional name
(2S,3S)-2,3-bis[(2,2-dimethylpropanoyl)oxy]butanedioic acid
Synonyms
(+)-DPTA
(+)-O,O′-Di-pivaloyl-D-tartaric acid
(+)-O,O′-二特戊酰基-D-酒石酸
CAS Number
76769-55-6
MDL Number
MFCD00015634
Beilstein Number
6894779
PubChem SID
24867201
162246734
PubChem CID
16212279

DATA SOURCES

DATA SOURCES

All Sources Commercial Sources Non-commercial Sources
Data Source Data ID Price
Sigma Aldrich
43456 external link Add to cart Please log in.
Data Source Data ID
PubChem 16212279 external link

CALCULATED PROPERTIES

CALCULATED PROPERTIES

JChem
Acid pKa 3.3272338  H Acceptors
H Donor LogD (pH = 5.5) 0.09568137 
LogD (pH = 7.4) -2.8415277  Log P 2.6525238 
Molar Refractivity 71.9212 cm3 Polarizability 29.32641 Å3
Polar Surface Area 127.2 Å2 Rotatable Bonds
Lipinski's Rule of Five true 

PROPERTIES

PROPERTIES

Physical Property Safety Information Product Information Bioassay(PubChem)
Melting Point
127-130 °C(lit.) expand Show data source
Optical Rotation
[α]20/D +23.5±1°, c = 1.7% in dioxane expand Show data source
MSDS Link
Download expand Show data source
German water hazard class
3 expand Show data source
Personal Protective Equipment
Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter expand Show data source
Purity
≥98.0% expand Show data source
Linear Formula
[(CH3)3CCO2CH(CO2H)-]2 expand Show data source

DETAILS

DETAILS

Sigma Aldrich Sigma Aldrich
Sigma Aldrich - 43456 external link
Other Notes
Reagent for the "deracemization" of carbonyl compounds by enantio-selective protonation of enamines or Li-enolates 1,2,3; Synthesis of optically active α-amino acids 4
Packaging
5 g in glass bottle

REFERENCES

REFERENCES

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PATENTS

PATENTS

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