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N-Acetyl-L-thioproline

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CAS:54323-50-1
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  • AC-L-Thz-OH
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  • 2026-02-02
  • CAS:54323-50-1
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  • Purity: 98%
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N-Acetyl-L-thioproline Basic information
Product Name:N-Acetyl-L-thioproline
Synonyms:(R)-3-acetylthiazolidine-4-carboxylic acid;N-Acetyl-L-thiazolidiNe-4-Carboxylic acid;(4R)-3-Acetyl-4α-thiazolidinecarboxylic acid;3-Acetylthiazolidine-4-carboxylic acid;N-Acetyl-L-thioproline;(R)-Aminofol;(R)-3-Acetyl-1,3-thiazolidine-4-carboxylic acid;1-acetyl-3-sulfanylidene-2-pyrrolidinecarboxylic acid
CAS:54323-50-1
MF:C6H9NO3S
MW:175.21
EINECS:259-102-0
Product Categories:Chiral Reagents;Heterocycles;Sulfur & Selenium Compounds
Mol File:54323-50-1.mol
N-Acetyl-L-thioproline Structure
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
pka3.27±0.20(Predicted)
color White
InChIInChI=1S/C6H9NO3S/c1-4(8)7-3-11-2-5(7)6(9)10/h5H,2-3H2,1H3,(H,9,10)/t5-/m0/s1
InChIKeyWXTBYSIPOKXCPM-YFKPBYRVSA-N
SMILESS1C[C@@H](C(O)=O)N(C(C)=O)C1
Safety Information
MSDS Information
N-Acetyl-L-thioproline Usage And Synthesis
Chemical Propertiesoff-white to white powder
UsesA cysteine derivative as potential antitumor agent
Synthesis
2-THENOYLACETONITRILE

33898-90-7

L(-)-Thiazolidine-4-carboxylic acid

34592-47-7

N-Acetyl-L-thioproline

54323-50-1

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 Preparation Products And Raw materials
Raw materialsD-CYSTEINE HYDROCHLORIDE-->L(-)-Thiazolidine-4-carboxylic acid-->2-THENOYLACETONITRILE-->Formaldehyde
Tag: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

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