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(−)-O,O′-Di-p-toluoyl-L-tartaric acid

Name: (−)-<I>O,O</I>′-Di-<I>p</I>-toluoyl-<SC>L</SC>-tartaric acid
Brand: ALDRICH

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:

32634-66-5

Molecular Weight:

386.35

Beilstein:

2022481

EC Number:

251-131-7

MDL number:

MFCD00064440

UNSPSC Code:

12352106

eCl@ss:

39021705

PubChem Substance ID:

24863105

NACRES:

NA.22

Quality Level

200

Assay

97%

form

powder

optical activity

[α]20/D −138°, c = 1 in ethanol

mp

169-171 °C (lit.)

SMILES string

Cc1ccc(cc1)C(=O)O[C@H]([C@@H](OC(=O)c2ccc(C)cc2)C(O)=O)C(O)=O

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

InChI key

CMIBUZBMZCBCAT-HZPDHXFCSA-N

Related Categories

Chiral Catalysts & Ligands

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.

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

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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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