174264-46-1

174264-46-1 structure

Name: 4'-tert-Butyldimethylsilyl-6-hydroxy Raloxifene
Chemical Name: [2-[4-[tert-butyl(dimethyl)silyl]oxyphenyl]-6-hydroxy-1-benzothiophen-3-yl]-[4-(2-piperidin-1-ylethoxy)phenyl]methanone
CAS Number: 174264-46-1
Molecular Formula: C₃₄H₄₁NO₄SSi
Molecular Weight: 587.84400
Catalog: Research Areas Others
Create Date: 2016-06-06 01:15:04
Modify Date: 2025-09-28 10:38:32
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].

Name	[2-[4-[tert-butyl(dimethyl)silyl]oxyphenyl]-6-hydroxy-1-benzothiophen-3-yl]-[4-(2-piperidin-1-ylethoxy)phenyl]methanone
Synonyms	6-Hydroxy-4 inverted exclamation mark-tert-butyldimethylsylyl Raloxifene 4'-tert-Butyldimethylsilyl-6-hydroxy Raloxifene

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	Research Areas >> Others Signaling Pathways >> Others >> Others
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.

84449-90-1

18162-48-6

174264-47-2

174264-46-1

Literature: Journal of Medicinal Chemistry, , vol. 40, # 2 p. 146 - 167