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)	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.