4'-tert-Butyldimethylsilyl-6-hydroxy Raloxifene

Modify Date: 2024-02-01 18:35:03

4'-tert-Butyldimethylsilyl-6-hydroxy Raloxifene Structure
4'-tert-Butyldimethylsilyl-6-hydroxy Raloxifene structure
Common Name 4'-tert-Butyldimethylsilyl-6-hydroxy Raloxifene
CAS Number 174264-46-1 Molecular Weight 587.84400
Density 1.15g/cm3 Boiling Point 706.195ºC at 760 mmHg
Molecular Formula C34H41NO4SSi Melting Point N/A
MSDS N/A Flash Point 380.893ºC

 Use of 4'-tert-Butyldimethylsilyl-6-hydroxy Raloxifene


4'-tert-Butyldimethylsilyl-6-hydroxy Raloxifene (Compound 4) is a reaction product of Raloxifene with tertbutyldimethylsilyl chloride. 4'-tert-Butyldimethylsilyl-6-hydroxy Raloxifene is used to synthesize Raloxifene 6-glucuronide[1].

 Names

Name [2-[4-[tert-butyl(dimethyl)silyl]oxyphenyl]-6-hydroxy-1-benzothiophen-3-yl]-[4-(2-piperidin-1-ylethoxy)phenyl]methanone
Synonym More Synonyms

  Biological Activity

Description 4'-tert-Butyldimethylsilyl-6-hydroxy Raloxifene (Compound 4) is a reaction product of Raloxifene with tertbutyldimethylsilyl chloride. 4'-tert-Butyldimethylsilyl-6-hydroxy Raloxifene is used to synthesize Raloxifene 6-glucuronide[1].
Related Catalog
In Vitro The preparation of the Raloxifene 6-glucuronide includes: (a) reaction of Raloxifene with tertbutyldimethylsilyl chloride to give a chromatographically separable mixture of Compound 3 and 4'-tert-Butyldimethylsilyl-6-hydroxy Raloxifene (Compound 4); (b) Lewis acid mediated coupling of phenol 4'-tert-Butyldimethylsilyl-6-hydroxy Raloxifene with methyl1,2,3,4-tetra-O-acetyl-D-glucopyranuronate to provide a single product (Compound 6) with the desired flstereochemistry at the anomeric center; (c) heating Compound 6 with lithium hydroxide in dioxane to 60°C, followed by deprotection with tetrabutylammonium fluoride to give Raloxifene 6-glucuronide[1].
References

[1]. Dodge JA, et al. Evaluation of the major metabolites of raloxifene as modulators of tissue selectivity. J Steroid Biochem Mol Biol. 1997 Apr;61(1-2):97-106.

 Chemical & Physical Properties

Density 1.15g/cm3
Boiling Point 706.195ºC at 760 mmHg
Molecular Formula C34H41NO4SSi
Molecular Weight 587.84400
Flash Point 380.893ºC
Exact Mass 587.25300
PSA 87.24000
LogP 8.69150
Vapour Pressure 0mmHg at 25°C
Index of Refraction 1.593

 Synonyms

6-Hydroxy-4 inverted exclamation mark-tert-butyldimethylsylyl Raloxifene
4'-tert-Butyldimethylsilyl-6-hydroxy Raloxifene
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