371416
(−)-O,O′-Di-p-toluoyl-L-tartaric acid
97%
Synonym(s):
L-(-)-DTTA, Di-p-toluyl-L-tartaric acid
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About This Item
Linear Formula:
[CH3C6H4CO2CH(CO2H)-]2
CAS Number:
Molecular Weight:
386.35
NACRES:
NA.22
PubChem Substance ID:
eCl@ss:
39021705
UNSPSC Code:
12352106
EC Number:
251-131-7
MDL number:
Beilstein/REAXYS Number:
2022481
Assay:
97%
Form:
powder
InChI key
CMIBUZBMZCBCAT-HZPDHXFCSA-N
InChI
1S/C20H18O8/c1-11-3-7-13(8-4-11)19(25)27-15(17(21)22)16(18(23)24)28-20(26)14-9-5-12(2)6-10-14/h3-10,15-16H,1-2H3,(H,21,22)(H,23,24)/t15-,16-/m1/s1
SMILES string
Cc1ccc(cc1)C(=O)O[C@H]([C@@H](OC(=O)c2ccc(C)cc2)C(O)=O)C(O)=O
assay
97%
form
powder
optical activity
[α]20/D −138°, c = 1 in ethanol
mp
169-171 °C (lit.)
Quality Level
Related Categories
General description
(-)-O,O′-Di-p-toluoyl-L-tartaric acid is a O,O′-diacyl tartaric acid derivative that can be prepared by the resolution of its racemate in the presence of cinchonine.
Application
(-)-O,O′-Di-p-toluoyl-L-tartaric acid may be used as a chiral resolving agent for the resolution of the racemic bases to isolate the (-)-enantiomeric forms.
Resolving agent for racemic amines.
Storage Class
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
Eyeshields, Gloves, type N95 (US)
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Tetrahedron Letters, 32, 7325-7325 (1991)
Synthetic Communications, 20, 3553-3553 (1990)
Highly efficient resolution of (?)-Tramadol with di-p-toluoyl-tartaric acid (DTTA).
Evans GR, et al.
Tetrahedron Asymmetry, 12(11) null
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