| Identification | Back Directory | [Name]
N-Acetyl-L-thioproline | [CAS]
54323-50-1 | [Synonyms]
AC-L-Thz-OH
(R)-Aminofol
N-Ac-L-Pro-OH
N-Ac-L-Thz-OH
N-ACETYL-THIOPROLINE
N-Acetyl-L-thiaproline
N-Acetyl-L-thioproline
N-Acetyl-L-thioproline USP/EP/BP
3-Acetylthiazolidine-4-carboxylic acid
(R)-3-Acetylthiazolidine-4-carboxylicaci
N-Acetyl-L-thiazolidiNe-4-Carboxylic acid
(R)-3-acetylthiazolidine-4-carboxylic acid
(4R)-3-Acetyl-4α-thiazolidinecarboxylic acid
(R)-3-Acetyl-1,3-thiazolidine-4-carboxylic acid
4-Thiazolidinecarboxylic acid, 3-acetyl-, (4R)-
1-acetyl-3-sulfanylidene-2-pyrrolidinecarboxylic acid
(R)-3-Acetylthiazolidine-4-carboxylic acid(N-Acetyl-L-Thioproline) | [EINECS(EC#)]
259-102-0 | [Molecular Formula]
C6H9NO3S | [MDL Number]
MFCD00038440 | [MOL File]
54323-50-1.mol | [Molecular Weight]
175.21 |
| Chemical Properties | Back Directory | [Melting point ]
143-145℃ | [Boiling point ]
439℃/760mm | [density ]
1.46 | [storage temp. ]
Sealed in dry,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 |
| Hazard Information | Back Directory | [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 |
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