145576-25-6

Basic information

• Product Name: ACETYLSIMVASTATIN
• Synonyms: ACETYLSIMVASTATIN;4'-Acetyl Simvastatin;2,2-DiMethylbutanoic Acid (1S,3R,7S,8S,8aR)-8-[2-[(2R,4R)-4-(Acetyloxy)tetrahydro -6-oxo-2H-pyran-2-yl]ethyl]-1,2,3,7,8,8a-hexahydro-3,7-diMethyl-1-naphthalenyl Ester;SiMvastatin Acetate;SiMvastatin IMpurity-B;SiMvastatin IMpurity B (Acetyl SiMvastatin);Simvastatin EP Impurity B;(1S,3R,7S,8S,8aR)-8-[2-[(2R,4R)-4-(acetyloxy)-6-oxotetrahydro-2H-pyran-2-yl]ethyl]-3,7-dimethyl-1,2,3,7,8,8a-hexahydronaphthalen-1-yl 2,2-dimethylbutanoate
• CAS NO: 145576-25-6
• Molecular Formula: C₂₇H₄₀O₆
• Molecular Weight: 460.6029
• Product Categories: Chiral Reagents;Impurities;Intermediates & Fine Chemicals;Pharmaceuticals
• Mol File: 145576-25-6.mol
• Article Data: 2

Chemical Properties

• Boiling Point: 575.2 °C at 760 mmHg
• Flash Point: 243.2 °C
• Appearance: /
• Density: 1.11 g/cm³
• Vapor Pressure: 3.1E-13mmHg at 25°C
• Refractive Index: 1.519
• Storage Temp.: Hygroscopic, -20°C Freezer, Under inert atmosphere
• Solubility: Acetonitrile (Slightly), Chloroform (Slightly), Ethyl Acetate (Slightly), Methan
• CAS DataBase Reference: ACETYLSIMVASTATIN(CAS DataBase Reference)
• NIST Chemistry Reference: ACETYLSIMVASTATIN(145576-25-6)
• EPA Substance Registry System: ACETYLSIMVASTATIN(145576-25-6)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36
• Hazardous Substances Data: 145576-25-6(Hazardous Substances Data)

Usage

Uses

Simvastatin (S485000) impurity.

InChI:InChI=1/C27H40O6/c1-7-27(5,6)26(30)33-23-13-16(2)12-19-9-8-17(3)22(25(19)23)11-10-20-14-21(31-18(4)28)15-24(29)32-20/h8-9,12,16-17,20-23,25H,7,10-11,13-15H2,1-6H3/t16-,17-,20+,21+,22-,23-,25-/m0/s1

Upstream product

• 145576-24-5 C₂₁H₃₀O₅ 
• 5856-77-9 2,2-dimethylbutanoyl chloride 
• 850920-00-2 C₂₃H₃₂O₆ 
• 81189-92-6 (S)-2-methyl-butyric acid (3R,7S,8S,8aR)-8-{2-[(2R,4R)-4-acetoxy-6-oxo-tetrahydro-pyran-2yl]-ethyl}-3,7-dimetyl-1,2,3,7,8,8a-hexahydro-naphthalen-1-yl ester 
• 29138-64-5 α,α-dimethylbutanoic anhydride 
• 151006-15-4 (4R,6R)-4-hydroxy-6-(2-((1S,2S,6R,8S,8aR)-8-hydroxy-2,6-dimethyl-1,2,6,7,8,8a-hexahydronaphthalen-1-yl)ethyl)tetrahydro-2H-pyran-2-one 
• 108-24-7 acetic anhydride 
• 123049-81-0 simvastatin 

Downstream Products

• 123049-81-0 simvastatin 
• 121009-77-6 simvastatin acid 
• 210980-68-0 anhydrosimvastatin 
• 139893-43-9 simvastatin ammonium salt 
• 145576-26-7 simvastatin methyl ester 

Relevant articles and documents

General Cyclopropane Assembly by Enantioselective Transfer of a Redox-Active Carbene to Aliphatic Olefins

Asymmetric cyclopropane synthesis currently requires bespoke strategies, methods, substrates, and reagents, even when targeting similar compounds. This approach slows down discovery and limits available chemical space. Introduced herein is a practical and versatile diazocompound and its performance in the first unified asymmetric synthesis of functionalized cyclopropanes. The redox-active leaving group in this reagent enhances the reactivity and selectivity of geminal carbene transfer. This effect allowed the asymmetric cyclopropanation of various olefins, including unfunctionalized aliphatic alkenes, that enables the three-step total synthesis of (?)-dictyopterene A. This unified synthetic approach delivers high enantioselectivities that are independent of the stereoelectronic properties of the functional groups transferred. Our results demonstrate that orthogonally differentiated diazocompounds are viable and advantageous equivalents of single-carbon chirons.