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(4R)-3-Acetyl-4-thiazolidinecarboxylic acid

(4R)-3-Acetyl-4-thiazolidinecarboxylic acid structure

(4R)-3-Acetyl-4-thiazolidinecarboxylic acid 

structure
  • CAS No:

    54323-50-1

  • Formula:

    C6H9NO3S

  • Chemical Name:

    (4R)-3-Acetyl-4-thiazolidinecarboxylic acid

  • Synonyms:

    4-Thiazolidinecarboxylic acid,3-acetyl-,(4R)-;4-Thiazolidinecarboxylic acid,3-acetyl-,(R)-;(4R)-3-Acetyl-4-thiazolidinecarboxylic acid;N-Acetyl-L-thiaproline;N-Acetyl-L-thioproline;(R)-3-Acetylthiazolidine-4-carboxylic acid;(4R)-3-Acetyl-1,3-thiazolidine-4-carboxylic acid;(R)-3-Acetylthiazolidine-4-carboxylicacid;(R)-3-Acetylthiazolidine-4-carboxylic acid

  • Categories:

    Biochemical Engineering  >  Amino Acids and Derivatives

Description

off-white to white powder

(4R)-3-Acetyl-4-thiazolidinecarboxylic acid Basic Attributes

187.22

175.21

259-102-0

DTXSID10202694

2934999090

Characteristics

82.9

-0.1

Solid

1.4±0.1 g/cm3

143-145℃

439℃/760mm

219.3±28.7 °C

1.580

(4R)-3-Acetyl-4-thiazolidinecarboxylic acid Use and Manufacturing

Methods of Manufacturing

Into the reaction container, add L-thioproline 0.11mol, potassium chloride solution 100 ml. Control the stirring speed at 150rpm. The solution is heated up to 85 °C. Slowly add dropwise mass fraction of 85percent 2-thenoylacetonitrile 50 ml. Add dropwise time controlled at 40 min. Maintain the stirring speed and maintain for 120 min. 2.3kPa reduced pressure distillation, to the solid separated out, by adding the mass fraction of 90percent para-xylene 80 ml, heating the solid re-dissolved, decoloring molecular sieve for, maintaining the temperature of the solution 15 °C, for 35 min, filtering out the solid, phosphorus pentoxide dehydration, get white N-acetyl-L-thioproline (1) 17.13g, yield 89percent.250 kg of tap water, 60 kg of 37% formaldehyde solution and 100 kg of L-cysteine hydrochloride monohydrate were added to a 500 liter reactor, and the mixture was clarified by stirring at room temperature.The saturated sodium carbonate solution is added dropwise to maintain the pH of the reaction system in the range of 7-10.After detecting the raw material reaction, the plate is heated to 50 C, and acetic anhydride and saturated sodium carbonate solution are added dropwise.The pH of the reaction system was maintained in the range of 7 to 10. After the completion of the dropwise addition, the reaction was continued for 1 hour.After the plate material is detected to be completely reacted, concentrated hydrochloric acid is added dropwise to adjust the pH of the system to 5-6, and add activated carbon 20 kg.Decolorization by heating, back-filtering of the plate frame, The filtrate was diluted with hydrochloric acid to adjust the pH to 1-2, and the mixture was slowly stirred and crystallized.Centrifuge the precipitated solid, dry, package, 96 kg of bright white granular Into the reaction container, add L-thioproline 0.11mol, potassium chloride solution 100 ml. Control the stirring speed at 150rpm. The solution is heated up to 85 C. Slowly add dropwise mass fraction of 85% 2-thenoylacetonitrile 50 ml. Add dropwise time controlled at 40 min. Maintain the stirring speed and maintain for 120 min. 2.3kPa reduced pressure distillation, to the solid separated out, by adding the mass fraction of 90% para-xylene 80 ml, heating the solid re-dissolved, decoloring molecular sieve for, maintaining the temperature of the solution 15 C, for 35 min, filtering out the solid, phosphorus pentoxide dehydration, get white

Uses

A cysteine derivative as potential antitumor agent

Computed Properties

Molecular Weight:175.21
XLogP3:-0.1
Hydrogen Bond Donor Count:1
Hydrogen Bond Acceptor Count:4
Rotatable Bond Count:1
Exact Mass:175.03031432
Monoisotopic Mass:175.03031432
Topological Polar Surface Area:82.9
Heavy Atom Count:11
Complexity:194
Defined Atom Stereocenter Count:1
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes

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