125142-16-7

Usage

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, 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 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 
• 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 
• 18162-48-6 tert-butyldimethylsilyl chloride 
• 123049-81-0 simvastatin 

Downstream Products

• 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 
• 114883-29-3 6’-hydroxymethyl simvistatin 

Relevant academic research and scientific papers

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.

3-KETO HMG-CoA reductase inhibitors

Processes and intermediates are disclosed for the formation of compounds of formula (I) and (II): STR1

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.

ANTIHYPERCHOLESTEROLEMIC COMPOUNDS

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

3-KETO HMG-COA REDUCTASE INHIBITORS

Compounds of the formula (I) and (II) are HMG-CoA reductase inhibitors.

Intermediates for 6-alpha-hydroxymethyl HMG-CoA reductase inhibitors

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