| Identification | Back 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 Properties | Back 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. |
| Hazard Information | Back Directory | [Uses]
(-)-S-Trityl-D-cysteine is used in medicine as intermediate. It inhibits the human mitotic kinesin Eg5. | [Synthesis]
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 |
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