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32634-66-5

32634-66-5 Structure

32634-66-5 Structure
IdentificationMore
[Name]

(-)-Di-p-toluoyl-L-tartaric acid
[CAS]

32634-66-5
[Synonyms]

(2R,3R)-(-)-DI-O-4-TOLUOYL-L-TARTARIC ACID
(2R,3R)-(-)-DI-O-4-TOLUOYLTARTARIC ACID
D-(+)-DI-P-TOLUOYL-D-TARTARIC ACID
(-)-DI-1,4-O-TOLUOYL-L-TARTARIC ACID
(-)-DI-1,4-TOLUOYL-L-TARTARIC ACID
DI-O-4-TOLUOYL-L-TARTARIC ACID
(-)-DI-O,O'-P-TOLUYL-L-TARTARIC ACID
(-)-DI-P-TOLUOYL-L-TARTARIC ACID
DI-P-TOLUOYL-L-TARTARIC ACID
DI-P-TOLUOYL-L-TARTARIC ACID MONOHYDRATE
(-)-DI-P-TOLUOYL-L-TRATARIC ACID
DTTA
L-(-)-DI-P-TOLUOYLTARTARIC ACID
L-(-DI-P-TOLUOYL TARTARIC ACID)
LDTTA
L-PTTA
L-(-)-TARTARIC ACID DI-4-TOLUOYL ESTER
L-(-)-TARTARIC ACID-O,O'-DI-P-TOLUOYL ESTER
O,O'-DI-P-TOLUOYL-L-TARTARIC ACID
2,3-bis[(4-methylbenzoyl)oxy]-,[theta-(theta,theta)]-butanedioicaci
[EINECS(EC#)]

251-131-7
[Molecular Formula]

C20H18O8
[MDL Number]

MFCD00064440
[Molecular Weight]

386.35
[MOL File]

32634-66-5.mol
Chemical PropertiesBack Directory
[Appearance]

white to light yellow crystal powde
[Melting point ]

169-171 °C(lit.)
[alpha ]

-142 º (c=10, EtOH)
[Boiling point ]

432.57°C (rough estimate)
[bulk density]

500kg/m3
[density ]

1.3084 (rough estimate)
[refractive index ]

-139 ° (C=1, EtOH)
[storage temp. ]

Store below +30°C.
[solubility ]

Chloroform (Slightly), Ethanol (Slightly), Methanol (Slightly)
[form ]

Crystalline Powder
[pka]

1.46±0.25(Predicted)
[color ]

White to yellow
[Optical Rotation]

[α]20/D 138°, c = 1 in ethanol
[Water Solubility ]

soluble
[Usage]

Inhibitor of enzyme
[BRN ]

2022481
[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
[InChIKey]

CMIBUZBMZCBCAT-HZPDHXFCSA-N
[SMILES]

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

32634-66-5(CAS DataBase Reference)
[EPA Substance Registry System]

Butanedioic acid, 2,3-bis[(4-methylbenzoyl)oxy]-, [R-(R*,R*)]- (32634-66-5)
Safety DataBack Directory
[Symbol(GHS) ]

Exclamation Mark (GHS07)
GHS07
[Signal word ]

Warning
[Hazard statements ]

H315-H319
[Precautionary statements ]

P264-P280-P302+P352+P332+P313+P362+P364-P305+P351+P338+P337+P313
[Hazard Codes ]

Xi
[Risk Statements ]

R36/37/38:Irritating to eyes, respiratory system and skin .
[Safety Statements ]

S22:Do not breathe dust .
S24/25:Avoid contact with skin and eyes .
S36/37:Wear suitable protective clothing and gloves .
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
[WGK Germany ]

3
[TSCA ]

T
[REACH Registrations]

Active
[HS Code ]

29181300
[Storage Class]

11 - Combustible Solids
Material Safety Data Sheet(MSDS)Back Directory
[msds information]

(-)-Di-p-toluoyl-L-tartaric acid(32634-66-5).msds
Questions And AnswerBack Directory
[Uses]

(-)-di-p-toluoyl-l-tartaric acid can be used as a chiral resolving agent for the resolution of the racemic bases to isolate the (-)-enantiomeric forms.

Hazard InformationBack Directory
[Chemical Properties]

white to light yellow crystal powde
[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.
[Synthesis]

Butanedioic acid, 2,3-bis[(4-methylbenzoyl)oxy]-, (2R,3R)-, compd. with (αR)-α-(2,3-dimethoxyphenyl)-4-piperidinemethanol (1:1)

869749-09-7

(-)-Di-p-toluoyl-L-tartaric acid

32634-66-5

(R)-(2,3-Dimethoxyphenyl)-4-piperidinemethanol

243640-19-9

The general procedure for the synthesis of di-p-toluoyltartaric acid and compound (CAS: 243640-19-9) from compound (CAS: 869749-09-7) was as follows: (R)-α-(2,3-dimethoxyphenyl)-4-piperidine methanol was mixed with (2R,3R)-(-)-di-(p-toluoyl)tartaric acid salt (7 g) in 10 mL of concentrated ammonia and methanol were stirred well. After 2 hours of reaction, 30 mL of water was added and evaporated to remove methanol and ammonia. Subsequently, another 30 mL of water was added and the precipitate was collected, rinsed with water and dried to give (R)-α-(2,3-dimethoxyphenyl)-4-piperidine methanol (1), which typically has an enantiomeric excess of 85% (ee). After acidification of the aqueous layer with 1N hydrochloric acid, the precipitate was collected and dried to recover (2R,3R)-(-)-di-(p-toluoyl)tartaric acid.

[References]

[1] Patent: EP1734037, 2006, A2. Location in patent: Page/Page column 53
Spectrum DetailBack Directory
[Spectrum Detail]

(-)-Di-p-toluoyl-L-tartaric acid(32634-66-5)MS
(-)-Di-p-toluoyl-L-tartaric acid(32634-66-5)1HNMR
(-)-Di-p-toluoyl-L-tartaric acid(32634-66-5)13CNMR
(-)-Di-p-toluoyl-L-tartaric acid(32634-66-5)IR1
(-)-Di-p-toluoyl-L-tartaric acid(32634-66-5)IR2
(-)-Di-p-toluoyl-L-tartaric acid(32634-66-5)Raman
Well-known Reagent Company Product InformationBack Directory
[Acros Organics]

(-)-Di-p-toluoyl-L-tartaric acid, 97%(32634-66-5)
[Alfa Aesar]

Di-p-toluoyl-L-tartaric acid, 98%(32634-66-5)
[Sigma Aldrich]

32634-66-5(sigmaaldrich)
[TCI AMERICA]

(-)-Di-p-toluoyl-L-tartaric Acid,>98.0%(LC)(T)(32634-66-5)
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