242793-53-9

Basic information

• Product Name: Silane, trimethyl[[2-(phenylmethyl)-1H-inden-3-yl]oxy]-
• CAS NO: 242793-53-9
• Molecular Formula: C19H22OSi
• Molecular Weight: 294.469
• Mol File: 242793-53-9.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: Silane, trimethyl[[2-(phenylmethyl)-1H-inden-3-yl]oxy]-(CAS DataBase Reference)
• NIST Chemistry Reference: Silane, trimethyl[[2-(phenylmethyl)-1H-inden-3-yl]oxy]-(242793-53-9)
• EPA Substance Registry System: Silane, trimethyl[[2-(phenylmethyl)-1H-inden-3-yl]oxy]-(242793-53-9)

Safety Data

• Hazardous Substances Data: 242793-53-9(Hazardous Substances Data)

Upstream product

• 75-77-4 chloro-trimethyl-silane 
• 16307-30-5 2-benzyl-1-indanone 

Downstream Products

• 433262-74-9 (R)-(-)-2-benzylindan-1-one 
• 16307-30-5 (S)-(+)-2-benzylindan-1-one 
• 16307-30-5 2-benzyl-1-indanone 

Relevant articles and documents

Pentanidium- and Bisguanidinium-Catalyzed Enantioselective Alkylations Using Silylamide as Br?nsted Probase

Most asymmetric phase transfer reactions are Br?nsted base reactions, and the inorganic bases used greatly influenced the profile of the reaction. Alkoxide salts are able to activate substrates with high pKa values, but background reactions are often unavoidable. On the other hand, carbonate and phosphate salts are milder, but their low basicity limits the scope of their reactions. This presents a difficult situation whereby fragile substrates such as lactone will be hydrolyzed by a stronger base but will not be activated with a weaker one. Thus, a Br?nsted probase strategy is devised, in which a strong base can be generated in situ from silylamide (probase) through the use of fluoride. In this approach, the strong base produced will be transient and not be in excess, thus reducing background and side reactions. We demonstrate this strategy using pentanidinium and bisguanidinium as catalysts; highly enantioselective phase transfer alkylation of several types of substrates including dihydrocoumarin (lactone) can be achieved. We found that the probase also acts as a silylation reagent, generating silyl enol ether or silyl ketene acetal, which are key intermediates in the reaction. We further propose that hypervalent silicates form ion-pairs with pentanidinium and bisguanidinium as intermediates in the reaction, and it is through these ion-pairs that the selective enantiofacial approach of the electrophile is determined.

Organocatalytic enantioselective protonation of silyl enolates mediated by cinchona alkaloids and a latent source of HF

Hidden benefits: The enantioselective organocatalytic protonation of silyl enolates has been achieved by using readily available cinchona alkaloid catalysts (1) and a latent source of HF that delivers "at will" the active catalytic hydrogen fluoride salt