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622-00-4 molecular structure
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1,4-dibenzyl (2R,3R)-2,3-dihydroxybutanedioate

ChemBase ID: 158334
Molecular Formular: C18H18O6
Molecular Mass: 330.33192
Monoisotopic Mass: 330.1103383
SMILES and InChIs

SMILES:
c1ccc(cc1)COC(=O)[C@@H]([C@H](C(=O)OCc1ccccc1)O)O
Canonical SMILES:
O[C@H]([C@H](C(=O)OCc1ccccc1)O)C(=O)OCc1ccccc1
InChI:
InChI=1S/C18H18O6/c19-15(17(21)23-11-13-7-3-1-4-8-13)16(20)18(22)24-12-14-9-5-2-6-10-14/h1-10,15-16,19-20H,11-12H2/t15-,16-/m1/s1
InChIKey:
LCKIPSGLXMCAOF-HZPDHXFCSA-N

Cite this record

CBID:158334 http://www.chembase.cn/molecule-158334.html

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NAMES AND DATABASE IDS

NAMES AND DATABASE IDS

Names Database IDs
IUPAC name
1,4-dibenzyl (2R,3R)-2,3-dihydroxybutanedioate
IUPAC Traditional name
1,4-dibenzyl (2R,3R)-2,3-dihydroxybutanedioate
Synonyms
(+)-Dibenzyl L-tartrate
(+)-二苄基 L-酒石酸酯
CAS Number
622-00-4
MDL Number
MFCD00674554
Beilstein Number
3221733
PubChem SID
162252470
24890138
PubChem CID
7020934

DATA SOURCES

DATA SOURCES

All Sources Commercial Sources Non-commercial Sources
Data Source Data ID Price
Sigma Aldrich
95353 external link Add to cart Please log in.
Data Source Data ID
PubChem 7020934 external link

CALCULATED PROPERTIES

CALCULATED PROPERTIES

JChem
Acid pKa 11.185351  H Acceptors
H Donor LogD (pH = 5.5) 1.9119335 
LogD (pH = 7.4) 1.9118633  Log P 1.9119345 
Molar Refractivity 84.9768 cm3 Polarizability 33.764824 Å3
Polar Surface Area 93.06 Å2 Rotatable Bonds
Lipinski's Rule of Five true 

PROPERTIES

PROPERTIES

Physical Property Safety Information Product Information Bioassay(PubChem)
Melting Point
51-54 °C expand Show data source
Optical Rotation
[α]20/D +12.5±1°, c = 1.1% in acetone 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
≥98.0% (sum of enantiomers, HPLC) expand Show data source
Grade
for chiral derivatization expand Show data source
Empirical Formula (Hill Notation)
C18H18O6 expand Show data source

DETAILS

DETAILS

Sigma Aldrich Sigma Aldrich
Sigma Aldrich - 95353 external link
Other Notes
Chiral auxiliary for preparing CAB catalysts [chiral (acyloxy)boranes]1,2; Chiral selector for HPLC3

REFERENCES

REFERENCES

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PATENTS

PATENTS

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INTERNET

INTERNET

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