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25840-82-8

25840-82-8 Structure

25840-82-8 Structure
IdentificationBack Directory
[Name]

S-Trityl-D-cysteine
[CAS]

25840-82-8
[Synonyms]

D-Cys(Trt)-OH
S-Trityl-D-cysteine99%
(-)-S-Trityl-D-cysteine
(-)-S-Trityl-D-cysteine,98%
S-Trityl-D-cysteine USP/EP/BP
S-(Triphenylmethyl)-D-cysteine
D-Cysteine, S-(triphenylmethyl)-
(S)-2-AMino-3-(tritylthio)propanoic acid
(2S)-2-amino-3-tritylsulfanylpropanoicaci
(2S)-2-amino-3-tritylsulfanylpropanoic acid
2-amino-3-[tri(phenyl)methylthio]propionic acid
2-amino-3-[tri(phenyl)methylsulfanyl]propanoic acid
2-azanyl-3-[tri(phenyl)methylsulfanyl]propanoic acid
(2S)-2-amino-3-[(triphenylmethyl)sulfanyl]propanoic acid
[Molecular Formula]

C22H21NO2S
[MDL Number]

MFCD00002611
[MOL File]

25840-82-8.mol
[Molecular Weight]

363.47
Chemical PropertiesBack Directory
[Boiling point ]

524.7±50.0 °C(Predicted)
[density ]

1.232±0.06 g/cm3(Predicted)
[storage temp. ]

under inert gas (nitrogen or Argon) at 2–8 °C
[solubility ]

Soluble in Chloroform,Dichloromethane,Ethyl Acetate,DMSO,Acetone,etc.
[form ]

Solid
[pka]

2.22±0.10(Predicted)
[color ]

White to off-white
[Optical Rotation]

Consistent with structure
[Water Solubility ]

Sparingly soluble in water 0.022 g/L 25°C.
Safety DataBack Directory
[Risk Statements ]

22
[Safety Statements ]

22-24/25
Hazard InformationBack Directory
[Uses]

(-)-S-Trityl-D-cysteine is used in medicine as intermediate. It inhibits the human mitotic kinesin Eg5.
[Synthesis]

Triphenylmethanol

76-84-6

D-Cysteine

921-01-7

S-Trityl-L-cysteine

2799-07-7

General procedure for the synthesis of S-triphenylmethyl-L-cysteine from triphenylmethanol and D-cysteine: D-cysteine (242.30 mg, 2.0 mmol) was placed in a single-necked flask, trifluoroacetic acid (TFA, 4 mL) was added and stirred at room temperature. Triphenylmethanol (520.68 mg, 2.0 mmol) was then added and the reaction continued to be stirred at room temperature for 2 hours. After completion of the reaction, the reaction mixture was cooled to 0 °C, anhydrous ether (30 mL) was added, and the pH was adjusted to 4-5 by slowly adding 4 N NaOH aqueous solution dropwise with stirring.Next, 10% saturated sodium acetate aqueous solution was added, and stirring was continued for 1 h to stabilize the pH at 5-6.The reaction mixture was filtered, and the filter cake was washed with anhydrous ether (30 mL × 2) to afford the white powdery product S Triphenylmethyl-L-cysteine (566.4 mg, yield: 77.90%).

[References]

[1] Patent: CN106432014, 2017, A. Location in patent: Paragraph 0199; 0200; 0201; 0202
Spectrum DetailBack Directory
[Spectrum Detail]

S-Trityl-D-cysteine(25840-82-8)1HNMR
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