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HomeProduct name listEthyl (R)-(-)-4-cyano-3-hydroxybutyate

Ethyl (R)-(-)-4-cyano-3-hydroxybutyate

Synonym(s):(R)-(−)-4-Cyano-3-hydroxybutyratic acid, ethyl ester

  • CAS NO.:141942-85-0
  • Empirical Formula: C7H11NO3
  • Molecular Weight: 157.17
  • MDL number: MFCD00270839
  • EINECS: 430-220-6
  • SAFETY DATA SHEET (SDS)
  • Update Date: 2024-08-21 22:41:43
Ethyl (R)-(-)-4-cyano-3-hydroxybutyate Structural

What is Ethyl (R)-(-)-4-cyano-3-hydroxybutyate?

Chemical properties

yellow liquid

The Uses of Ethyl (R)-(-)-4-cyano-3-hydroxybutyate

Atorvastatin Intermediate

The Uses of Ethyl (R)-(-)-4-cyano-3-hydroxybutyate

analgesic, antipyretic, and anti-inflammatory

The Uses of Ethyl (R)-(-)-4-cyano-3-hydroxybutyate

(3R)-4-Cyano-3-hydroxybutanoic Acid Ethyl Ester is used in a biocatalytic process for the synthesis of an atorvastatin intermediate and degredation products/impurities.

What are the applications of Application

Hydroxyglutaryl coenzyme A (HMG-CoA) reductase inhibitors are a new class of lipid-lowering drugs, and they have a market share of more than 10 billion US dollars in the current pharmaceutical field. They can selectively inhibit the rate-limiting enzyme HMG-CoA reductase in cholesterol synthesis in the liver, reduce liver lipoprotein production, and increase the expression of low-density lipoprotein (LDL) cholesterol receptors, thereby reducing plasma cholesterol levels. They can also significantly reduce very low-density lipoprotein (VLDL) and triglycerides, and increase anti-atherosclerotic high-density protein (HDL), preventing atherosclerosis and coronary heart disease.
Ethyl (R)-(-)-4-cyano-3-hydroxybutyate is an important intermediate for the synthesis of HMG-CoA reductase inhibitors. If it is used as a raw material, synthetic atorvastatin is mainly used for the treatment of hypercholesterolemia and mixed hyperlipidemia, coronary heart disease and stroke.

Properties of Ethyl (R)-(-)-4-cyano-3-hydroxybutyate

Boiling point: 270 °C(lit.)
alpha  -5 º (neat)
Density  1.114 g/mL at 25 °C(lit.)
refractive index  n20/D 1.448(lit.)
Flash point: >230 °F
storage temp.  2-8°C
solubility  Chloroform (Sparingly), DMSO (Slightly), Methanol (Slightly)
pka 13.03±0.20(Predicted)
form  Liquid
color  Colorless to yellow
Specific Gravity 1.114
optical activity [α]25/D 5°, neat
BRN  5328715
CAS DataBase Reference 141942-85-0(CAS DataBase Reference)

Safety information for Ethyl (R)-(-)-4-cyano-3-hydroxybutyate

Signal word Warning
Pictogram(s)
ghs
Exclamation Mark
Irritant
GHS07
GHS Hazard Statements H319:Serious eye damage/eye irritation
Precautionary Statement Codes P264:Wash hands thoroughly after handling.
P264:Wash skin thouroughly after handling.
P280:Wear protective gloves/protective clothing/eye protection/face protection.
P305+P351+P338:IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.
P337+P313:IF eye irritation persists: Get medical advice/attention.

Computed Descriptors for Ethyl (R)-(-)-4-cyano-3-hydroxybutyate

InChIKey LOQFROBMBSKWQY-ZCFIWIBFSA-N

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