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32634-68-7

Basic Information
CAS No.: 32634-68-7
Name: 2,3-Di-O-para-toluoyl-D-tartaric acid
Article Data: 6
Molecular Structure:
Molecular Structure of 32634-68-7 (2,3-Di-O-para-toluoyl-D-tartaric acid)
Formula: C20H18O8
Molecular Weight: 386.358
Synonyms: Butanedioicacid,2,3-bis[(4-methylbenzoyl)oxy]-,[S-(R*,R*)]-;Tartaric acid,di-p-toluate, (+)- (8CI);p-Toluic acid, diester with D-tartaric acid (7CI);(2S,3S)-2,3-Bis[(4-methylbenzoyl)oxy]succinic acid;
EINECS: 251-132-2
Density: 1.371 g/cm3
Melting Point: 169-171 °C(lit.)
Boiling Point: 626.5 °C at 760 mmHg
Flash Point: 223.2 °C
Solubility: 112.55mg/L at 25℃
Appearance: off-white crystalline powder
Hazard Symbols: IrritantXi
Risk Codes: 36/37/38
Safety: 22-24/25-36/37-26
PSA: 127.20000
LogP: 2.22360
Synthetic route
32634-66-5, 32634-68-7, 100168-11-4, 104528-81-6

rac-O,O'-di-p-toluoyltartaric acid

32634-68-7

(2S,3S)-di-4-toluoyltartaric acid

Conditions
ConditionsYield
ueber das Cinchonin-Salz;
di-O-p-toluoyl-Dg-tartaric acid-anhydride

di-O-p-toluoyl-Dg-tartaric acid-anhydride

32634-68-7

(2S,3S)-di-4-toluoyltartaric acid

Conditions
ConditionsYield
With water; acetone
339546-21-3

(R)-2-cyclopropylaminocyclohexanol di-p-toluoyl-D-tartrate

A

339546-20-2

(R)-2-cyclopropylaminocyclohexanol

B

32634-68-7

(2S,3S)-di-4-toluoyltartaric acid

Conditions
ConditionsYield
With sodium hydroxide In water at 20 - 30℃; for 1h; Product distribution / selectivity;A n/a
B n/a

(+)-di-O,O'-toluoyl-D-tartaric acid mono-NH4 salt

32634-68-7

(2S,3S)-di-4-toluoyltartaric acid

Conditions
ConditionsYield
With Amberlite 1R In isopropyl alcohol Product distribution / selectivity;
With hydrogenchloride In dichloromethane; water pH=< 0.5; Product distribution / selectivity;
72842-25-2

(3S,4S)-2,5-dioxotetrahydrofuran-3,4-diyl bis(4-methylbenzoate)

32634-68-7

(2S,3S)-di-4-toluoyltartaric acid

Conditions
ConditionsYield
With water In toluene for 5h; Reflux; Large scale;374.4g
32634-66-5, 32634-68-7, 100168-11-4, 104528-81-6

rac-O,O'-di-p-toluoyltartaric acid

A

32634-66-5

Di-p-toluoyl-L-tartaric acid

B

32634-68-7

(2S,3S)-di-4-toluoyltartaric acid

Conditions
ConditionsYield
With C22H24N2(2+)*2CF3O3S(1-) In aq. acetate buffer at 20℃; pH=8.1; Resolution of racemate;
32634-68-7

(2S,3S)-di-4-toluoyltartaric acid

128013-69-4, 130912-52-6, 148553-50-8, 148553-51-9

(R,S)-3-iso-butyl-4-aminobutyric acid

A

(S)-pregabalin O,O'-di-p-toluoyl-(D)-tartrate

B

(R)-pregabalin O,O'-di-p-toluoyl-(D)-tartrate

Conditions
ConditionsYield
In water; butan-1-ol at 20 - 25℃; Resolution of racemate;A 98%
B n/a
753015-44-0

(R)-5-((E)-2-pyrrolidin-3-ylvinyl)pyrimidine

32634-68-7

(2S,3S)-di-4-toluoyltartaric acid

1228391-41-0

(R)-5-((E)-2-pyrrolidin-3-ylvinyl)pyrimidine mono-di-p-toluoyl-D-tartarate

Conditions
ConditionsYield
In ethanol Reflux;96.1%
In ethanol Reflux;96.1%
20431-81-6

rac-trans-2-methylamino-cyclohexanol

32634-68-7

(2S,3S)-di-4-toluoyltartaric acid

A

2C7H15NO*C20H18O8

B

21651-84-3

trans-2-(methylamino)cyclohexanol

Conditions
ConditionsYield
In ethanol at 45 - 60℃; for 1h;A 95%
B n/a

7-trifluoromethyl-2,3,4,5-tetrahydro-1,5-methylene-1H-3-benzazepine

32634-68-7

(2S,3S)-di-4-toluoyltartaric acid

873788-21-7

(1S,8R)-(+)-4-trifluoromethyl-10-azatricyclo[6.3.1.0(2,7)]dodeca-2(7),3,5-triene di-p-toluoyl-D-(-)-tartaric acid salt

Conditions
ConditionsYield
In acetonitrile at 82℃; for 1 - 24h; Product distribution / selectivity;94%
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  • (+)-DI-1,4-TOLUOYL-D-TARTARIC ACID

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Specification

The CAS registry number of (-)-Di-p-toluoyl-L-trataric acid is 32634-68-7. The IUPAC name systematic name is (2S,3S)-2,3-bis[(4-methylbenzoyl)oxy]butanedioic acid. Its EINECS registry number is 251-132-2. In addition, the molecular formula is C20H18O8 and the molecular weight is 386.35. It is a kind of white to light yellow crystal powder and belongs to the classes of Pharmaceutical Intermediates; Fine Chemical & Intermediates; Chiral Compounds; Miscellaneous; Carboxylic Acids (Chiral); Chiral Building Blocks; Optical Resolution; Synthetic Organic Chemistry; Hydroxy Acids & Deriv.; Chiral Compound.

Physical properties about (-)-Di-p-toluoyl-L-trataric acid are: (1)ACD/LogP: 6.74; (2)# of Rule of 5 Violations: 1; (3)ACD/LogD (pH 5.5): 2; (4)ACD/LogD (pH 7.4): 1.99; (5)ACD/BCF (pH 5.5): 1.42; (6)ACD/BCF (pH 7.4): 1.39; (7)ACD/KOC (pH 5.5): 2.02; (8)ACD/KOC (pH 7.4): 1.97; (9)#H bond acceptors: 8; (10)#H bond donors: 2; (11)#Freely Rotating Bonds: 9; (12)Polar Surface Area: 105.2 Å2; (13)Index of Refraction: 1.596; (14)Molar Refractivity: 95.96 cm3; (15)Molar Volume: 281.6 cm3; (16)Polarizability: 38.04 ×10-24cm3; (17)Surface Tension: 60.4 dyne/cm; (18)Density: 1.371 g/cm3; (19)Flash Point: 223.2 °C; (20)Enthalpy of Vaporization: 97.48 kJ/mol; (21)Boiling Point: 626.5 °C at 760 mmHg; (22)Vapour Pressure: 1.47E-16 mmHg at 25°C.

When you are using this chemical, please be cautious about it as the following:
This chemical is irritating to eyes, respiratory system and skin. During using it, wear suitable protective clothing and gloves. And you should avoid contact with skin and eyes. In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. In addition, do not breathe dust.

You can still convert the following datas into molecular structure:
(1)SMILES: O=C(O[C@H](C(=O)O)[C@H](OC(=O)c1ccc(cc1)C)C(=O)O)c2ccc(cc2)C
(2)InChI: InChI=1/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-/m0/s1
(3)InChIKey: CMIBUZBMZCBCAT-HOTGVXAUBA