125142-16-7

Basic information

• Product Name: 2,2-Dimethyl-butanoic Acid [1S-[1a,3a,4aa,7,8(2S*,4S*),8a]]-8-[2-[4-[[(1,1-Dimethylethyl)dimethylsilyl]oxy]tetrahydro-6-oxo-2H-pyran-2-yl]ethyl]-1,2,3,4,4a,7,8,8a-octahydro-4a-hydroxy-3,7-dimethyl-1-naphthalenyl Ester
• Synonyms: 2,2-Dimethyl-butanoic Acid [1S-[1a,3a,4aa,7,8(2S*,4S*),8a]]-8-[2-[4-[[(1,1-Dimethylethyl)dimethylsilyl]oxy]tetrahydro-6-oxo-2H-pyran-2-yl]ethyl]-1,2,3,4,4a,7,8,8a-octahydro-4a-hydroxy-3,7-dimethyl-1-naphthalenyl Ester;4-tert-Butyldimethylsilyl-4a’-hydroxy Simvastatin;2,2-DiMethyl-butanoic Acid [1S-[1α,3α,4aα,7β,8β(2S*,4S*),8aβ]]-8-[2-[4-[[(1,1-DiMethylethyl)diMethylsilyl]oxy]tetrahydro-6-oxo-2H-pyran-2-yl]ethyl]-1,2,3,4,4a,7,8,8a-octahydro-4a-hydroxy-3,7-diMethyl-1-naphthalenyl Ester;4-tert-Butyldimethylsilyl-4aa€-hydroxy Simvastatin
• CAS NO: 125142-16-7
• Molecular Formula: C31H54O6Si
• Molecular Weight: 550.84236
• Product Categories: Chiral Reagents;Heterocycles;Impurities;Intermediates & Fine Chemicals;Pharmaceuticals;Chiral Reagents, Heterocycles, Impurities, Pharmaceuticals, Intermediates & Fine Chemicals
• Mol File: 125142-16-7.mol
• Article Data: 8

Chemical Properties

• Melting Point: 88-92°C
• Boiling Point: 592.305°C at 760 mmHg
• Flash Point: 312.015°C
• Appearance: /
• Density: 1.055g/cm³
• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.506
• Storage Temp.: Refrigerator
• Solubility: Chloroform, Dichloromethane, Ethyl Acetate
• PKA: 13.95±0.70(Predicted)
• CAS DataBase Reference: 2,2-Dimethyl-butanoic Acid [1S-[1a,3a,4aa,7,8(2S*,4S*),8a]]-8-[2-[4-[[(1,1-Dimethylethyl)dimethylsilyl]oxy]tetrahydro-6-oxo-2H-pyran-2-yl]ethyl]-1,2,3,4,4a,7,8,8a-octahydro-4a-hydroxy-3,7-dimethyl-1-naphthalenyl Ester(CAS DataBase Reference)
• NIST Chemistry Reference: 2,2-Dimethyl-butanoic Acid [1S-[1a,3a,4aa,7,8(2S*,4S*),8a]]-8-[2-[4-[[(1,1-Dimethylethyl)dimethylsilyl]oxy]tetrahydro-6-oxo-2H-pyran-2-yl]ethyl]-1,2,3,4,4a,7,8,8a-octahydro-4a-hydroxy-3,7-dimethyl-1-naphthalenyl Ester(125142-16-7)
• EPA Substance Registry System: 2,2-Dimethyl-butanoic Acid [1S-[1a,3a,4aa,7,8(2S*,4S*),8a]]-8-[2-[4-[[(1,1-Dimethylethyl)dimethylsilyl]oxy]tetrahydro-6-oxo-2H-pyran-2-yl]ethyl]-1,2,3,4,4a,7,8,8a-octahydro-4a-hydroxy-3,7-dimethyl-1-naphthalenyl Ester(125142-16-7)

Safety Data

• Hazardous Substances Data: 125142-16-7(Hazardous Substances Data)

Usage

Description

2,2-Dimethyl-butanoic Acid [1S-[1a,3a,4aa,7,8(2S,4S),8a]]-8-[2-[4-[[(1,1-Dimethylethyl)dimethylsilyl]oxy]tetrahydro-6-oxo-2H-pyran-2-yl]ethyl]-1,2,3,4,4a,7,8,8a-octahydro-4a-hydroxy-3,7-dimethyl-1-naphthalenyl Ester is a complex organic compound characterized by its unique molecular structure and chemical properties. It is a white solid with a specific stereochemistry, which is crucial for its potential applications.

Uses

Used in Pharmaceutical Industry:
2,2-Dimethyl-butanoic Acid [1S-[1a,3a,4aa,7,8(2S,4S),8a]]-8-[2-[4-[[(1,1-Dimethylethyl)dimethylsilyl]oxy]tetrahydro-6-oxo-2H-pyran-2-yl]ethyl]-1,2,3,4,4a,7,8,8a-octahydro-4a-hydroxy-3,7-dimethyl-1-naphthalenyl Ester is used as an intermediate for the preparation of Simvastatin hydroxymethyl metabolite, a key component in the synthesis of pharmaceuticals. Its role in the production process is essential for creating the final drug product, which can have therapeutic applications.
As an intermediate in the synthesis of Simvastatin hydroxymethyl metabolite, this compound plays a critical role in the development of pharmaceuticals that can potentially treat various health conditions. Its unique chemical properties and stereochemistry make it a valuable component in the creation of effective and targeted medications.

InChI:InChI=1/C31H54O6Si/c1-11-30(7,8)28(33)36-25-16-20(2)19-31(34)15-14-21(3)24(27(25)31)13-12-22-17-23(18-26(32)35-22)37-38(9,10)29(4,5)6/h14-15,20-25,27,34H,11-13,16-19H2,1-10H3/t20-,21+,22-,23-,24+,25+,27+,31-/m1/s1

Upstream product

• 123852-10-8 2,2-Dimethyl-butyric acid (1S,3R,4aS,7S,8S,8aS)-8-{2-[(2R,4R)-4-(tert-butyl-dimethyl-silanyloxy)-6-oxo-tetrahydro-pyran-2-yl]-ethyl}-4-chloro-4a-hydroxy-3,7-dimethyl-1,2,3,4,4a,7,8,8a-octahydro-naphthalen-1-yl ester 
• 123049-81-0 simvastatin 
• 18162-48-6 tert-butyldimethylsilyl chloride 
• 79902-59-3 6(R)-<2-<8(S)-((2,2-Dimethylbutyryl)oxy)-2(S),6(R)-dimethyl-1,2,6,7,8,8a(R)-hexahydronaphth-1(S)-yl>ethyl>-4(R)-((tert-butyldimethylsilyl)oxy)-3,4,5,6-tetrahydro-2H-pyran-2-one 

Downstream Products

• 114883-29-3 6’-hydroxymethyl simvistatin 
• 125175-64-6 2,2-Dimethyl-butyric acid (1S,4S,5S,6S,7S,9R)-5-{2-[(2R,4R)-4-(tert-butyl-dimethyl-silanyloxy)-6-oxo-tetrahydro-pyran-2-yl]-ethyl}-4-methyl-11-oxa-tricyclo[7.2.1.0^1,6]dodec-2-en-7-yl ester 

Relevant articles and documents

Synthesis of L-669,262, a Potent HMG-CoA Reductase Inhibitor

Synthesis of L-669,262, isosimvastatin-3-one, has been achieved in seven steps from simvastatin (MK-733) and has been shown to be one of the most potent inhibitors of HMG-CoA reductase found to date.The synthesis of the 6-methyl homolog of simvastatin is also described.

Antihypercholesterolemic compounds

Compounds of Formula (I) and (II): STR1 are HMG-CoA reductase inhibitors.

Intermediates and processes for β-6-hydroxymethyl HMG-CoA reductable inhibitors

This invention discloses intermediates and a process for the preparation of 6-desmethyl-6-β-hydroxymethyl derivatives of lovastatin and analogs thereof at the 8-acyl side chain.