N-Acetyl-L-thioproline Chemical Properties

Melting point:

143-145℃

Boiling point:

439℃/760mm

Density 

1.46

storage temp. 

2-8°C

solubility 

Chloroform (Slightly, Heated), DMSO (Slightly), Methanol (Slightly)

form 

Solid

pka

3.27±0.20(Predicted)

color 

White

InChI

InChI=1S/C6H9NO3S/c1-4(8)7-3-11-2-5(7)6(9)10/h5H,2-3H2,1H3,(H,9,10)/t5-/m0/s1

InChIKey

WXTBYSIPOKXCPM-YFKPBYRVSA-N

SMILES

S1C[C@@H](C(O)=O)N(C(C)=O)C1

N-Acetyl-L-thioproline Usage And Synthesis

Chemical Properties

off-white to white powder

Uses

A cysteine derivative as potential antitumor agent

Synthesis

GENERAL STEPS: L-thioproline (0.11 mol) and potassium chloride solution (100 mL) were added to the reaction vessel. The stirring speed was controlled at 150 rpm. the reaction mixture was heated to 85°C. A solution of 85% 2-thienylacetonitrile (50 mL) was slowly added dropwise with a controlled drip time of 40 min. The stirring rate was maintained and the reaction was continued for 120 minutes. Upon completion of the reaction, a reduced pressure distillation (2.3 kPa) was performed to separate the solid product. To the resulting solid, 90% p-xylene (80 mL) was added and heated to completely dissolve the solid. Decolorization was performed by adding decolorizing molecular sieves, maintaining the solution temperature at 15°C for 35 min. The solid impurities were removed by filtration and dehydrated using phosphorus pentoxide to give the final white N-acetyl-L-thioproline (1) (17.13 g, 89% yield).

References

[1] Patent: CN105541749, 2016, A. Location in patent: Paragraph 0014; 0015

N-Acetyl-L-thioproline(54323-50-1)Related Product Information

• ACETYLTHIOCHOLINE IODIDE
• Ethyl 2-(Chlorosulfonyl)acetate
• Methylchloroisothiazolinone/methylisothiazolinone mixture (MCIT/MIT)
• Acetyl chloride
• Thiazolidine-4-carboxylic acid
• L-PROLINE-(4-3H(N))
• cis-4-Hydroxy-L-proline
• Acetylacetone
• 2-Methyl-4-isothiazolin-3-one
• N-ACETYL-L-TYROSINE ETHYL ESTER
• N-Acetyl-L-proline
• Acetyl coenzyme A sodium salt
• tributyl acetocitrate
• L(-)-Thiazolidine-4-carboxylic acid
• N-Acetyl-L-thioproline
• CARBOXYLIC ACID
• Acetyl-resveratrol