327048-93-1

Basic information

• Product Name: (3S,3AS,6S)-3-(TERT-BUTYLDIMETHYLSILYLOXY)-6-(HYDROXYMETHYL)-3A,6-DIMETHYLDECAHYDRO-1H-CYCLOPENTA[A]NAPHTHALEN-7(2H)-ON
• Synonyms: (3S,3AS,6S)-3-(TERT-BUTYLDIMETHYLSILYLOXY)-6-(HYDROXYMETHYL)-3A,6-DIMETHYLDECAHYDRO-1H-CYCLOPENTA[A]NAPHTHALEN-7(2H)-ON;(3S,3aS,6S)-3-(tert-Butyldimethylsilyloxy)-6-(hydroxymethyl)-3a,6-dimethyldecahydro-1H-cyclopenta[a]naphthalen-7(2H)-one;(3S,3AS,6S)-3-((tert-Butyldimethylsilyl)oxy)-6-(hydroxymethyl)-3a,6-dimethyldecahydro-1H-cyclopen;(3S,3AS,6S)-3-((tert-Butyldimethylsilyl)oxy)-6-(hydroxymethyl)-3a,6-dimethyldecahydro-1H-cyclo;(3S,3aS,6S)-3-[tert-butyl(dimethyl)silyl]oxy-6-(hydroxymethyl)-3a,6-dimethyl-1,2,3,4,5,5a,8,9,9a,9b-decahydrocyclopenta[a]naphthalen-7-one
• CAS NO: 327048-93-1
• Molecular Formula: C22H40O3Si
• Molecular Weight: 380.641
• Mol File: 327048-93-1.mol

Chemical Properties

• Boiling Point: 437.9 °C at 760 mmHg
• Flash Point: 218.6 °C
• Appearance: /
• Density: 1.02 g/cm³
• Vapor Pressure: 1.66E-09mmHg at 25°C
• Refractive Index: 1.5
• Storage Temp.: 2-8°C
• PKA: 14.31±0.10(Predicted)
• CAS DataBase Reference: (3S,3AS,6S)-3-(TERT-BUTYLDIMETHYLSILYLOXY)-6-(HYDROXYMETHYL)-3A,6-DIMETHYLDECAHYDRO-1H-CYCLOPENTA[A]NAPHTHALEN-7(2H)-ON(CAS DataBase Reference)
• NIST Chemistry Reference: (3S,3AS,6S)-3-(TERT-BUTYLDIMETHYLSILYLOXY)-6-(HYDROXYMETHYL)-3A,6-DIMETHYLDECAHYDRO-1H-CYCLOPENTA[A]NAPHTHALEN-7(2H)-ON(327048-93-1)
• EPA Substance Registry System: (3S,3AS,6S)-3-(TERT-BUTYLDIMETHYLSILYLOXY)-6-(HYDROXYMETHYL)-3A,6-DIMETHYLDECAHYDRO-1H-CYCLOPENTA[A]NAPHTHALEN-7(2H)-ON(327048-93-1)

Safety Data

• Hazardous Substances Data: 327048-93-1(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
(3S,3AS,6S)-3-(TERT-BUTYLDIMETHYLSILYLOXY)-6-(HYDROXYMETHYL)-3A,6-DIMETHYLDECAHYDRO-1H-CYCLOPENTA[A]NAPHTHALEN-7(2H)-ON is used as an intermediate in the synthesis of various pharmaceutical compounds. Its unique structure and functional groups make it a valuable building block for the development of new drugs with potential therapeutic applications.
Used in Chemical Research:
In the field of chemical research, (3S,3AS,6S)-3-(TERT-BUTYLDIMETHYLSILYLOXY)-6-(HYDROXYMETHYL)-3A,6-DIMETHYLDECAHYDRO-1H-CYCLOPENTA[A]NAPHTHALEN-7(2H)-ON serves as a key compound for studying the synthesis and reactivity of complex organic molecules. Its unique structure allows researchers to explore new reaction pathways and develop innovative synthetic strategies.
Used in the Preparation of Labeled Compounds:
(3S,3AS,6S)-3-(TERT-BUTYLDIMETHYLSILYLOXY)-6-(HYDROXYMETHYL)-3A,6-DIMETHYLDECAHYDRO-1H-CYCLOPENTA[A]NAPHTHALEN-7(2H)-ON is used in the preparation of 2,3,4-13C3 labeled steroids via A ring fragmentation. This application is particularly relevant in the field of biochemistry and molecular biology, where stable isotope labeling is a powerful tool for studying the structure, function, and metabolism of biomolecules.

InChI:InChI=1/C22H40O3Si/c1-20(2,3)26(6,7)25-19-11-9-16-15-8-10-18(24)22(5,14-23)17(15)12-13-21(16,19)4/h15-17,19,23H,8-14H2,1-7H3/t15?,16?,17?,19-,21-,22+/m0/s1

Upstream product

• 14029-90-4 1ξ,17β-dihydroxy-2-oxaandrost-4-en-3-one 
• 18162-48-6 tert-butyldimethylsilyl chloride 
• 327048-89-5 17β-tert-butyldimethylsilyloxy-2-oxaandrost-4-en-3-one 
• 63973-71-7 17β-hydroxy-2-oxaandrost-4-ene-3-one 

Downstream Products

• 327048-83-9 testosterone-2,3,4-¹³C₃ 

Relevant articles and documents

Novel partial synthetic approaches to replace carbons 2,3,4 of steroids. A methodology to label testosterone and progesterone with 13C in the steroid A ring. Part 2

Fragmentation of the A ring of the steroid hormone testosterone to yield the 10-formyl-5-oxo-des A intermediate was achieved by lactolization, lactonization, ozonolysis, and oxidation of the resulting methylol group. The reconstruction of the A ring was carried out via a Wittig synthesis with triphenylphosphoranylidene-2-propanone-13C3. Syntheses of the ylide, of the 13C3-testosterone, and of 13C3-progesterone took place in acceptable yields. (C) 2000 Elsevier Science Ltd.