61157-31-1

Basic information

• Product Name: Silane, trimethyl(1-oxo-3-phenylpropyl)-
• CAS NO: 61157-31-1
• Molecular Formula: C12H18OSi
• Molecular Weight: 206.36
• Mol File: 61157-31-1.mol
• Article Data: 16

Chemical Properties

• CAS DataBase Reference: Silane, trimethyl(1-oxo-3-phenylpropyl)-(CAS DataBase Reference)
• NIST Chemistry Reference: Silane, trimethyl(1-oxo-3-phenylpropyl)-(61157-31-1)
• EPA Substance Registry System: Silane, trimethyl(1-oxo-3-phenylpropyl)-(61157-31-1)

Safety Data

• Hazardous Substances Data: 61157-31-1(Hazardous Substances Data)

Upstream product

• 107399-03-1 (1-Diazo-3-phenyl-propyl)-trimethyl-silane 
• 104-53-0 3-phenyl-propionaldehyde 
• 3277-89-2 phenethylmagnesium bromide 
• 31593-39-2 2-phenethyl-[1,3]dithiane 
• 645-45-4 hydrocinnamic acid chloride 
• 102-92-1 cinnamoyl chloride 
• 176790-55-9 3-Phenylprop-1-ene-1,1-diylbis(trimethylsilane) 
• 833460-52-9 Trimethyl-((E)-1-methylsulfanyl-3-phenyl-propenyl)-silane 
• 176790-53-7 3-Benzyloxirane-2,2-diylbis(trimethylsilane) 
• 75-77-4 chloro-trimethyl-silane 
• 55628-83-6 1-(1H-imidazol-1-yl)-3-phenylpropan-1-one 
• 1138-15-4 1-(3-phenyl-acryloyl)-1H-imidazole 
• 80255-42-1 diethyl 1-hydroxy-3-phenyl-1-trimethylsilylpropylphosphonate 
• 141186-06-3 trimethyl(2-phenethyl-1,3-dithian-2-yl)silane 

Downstream Products

• 75072-59-2 1-phenyl-3-trimethylsilyl-4-nonyn-3-ol 
• 73341-04-5 5-methyl-1-phenyl-3-((trimethylsilyl)oxy)-3,4-nonadiene 
• 116628-22-9 1,6-diphenylhexan-3-one 
• 140149-77-5 5-phenyl-1-trimethylsilylpent-1-yn-3-ol 
• 62510-08-1 1,5-diphenyl-1-penten-3-one 
• 134260-67-6 1,5-diphenyl-pent-1-yn-3-ol 
• 75072-60-5 5-phenyl-1,3-bis(trimethylsilyl)-1-pentyn-3-ol 
• 75072-61-6 6-methoxy-1-phenyl-3-trimethylsilyl-4-hexyn-3-ol 

Relevant articles and documents

Chemoselective Amide-Forming Ligation Between Acylsilanes and Hydroxylamines Under Aqueous Conditions

We report the facile amide-forming ligation of acylsilanes with hydroxylamines (ASHA ligation) under aqueous conditions. The ligation is fast, chemoselective, mild, high-yielding and displays excellent functional-group tolerance. Late-stage modifications of an array of marketed drugs, peptides, natural products, and biologically active compounds showcase the robustness and functional-group tolerance of the reaction. The key to the success of the reaction could be the possible formation of the strong Si?O bond via a Brook-type rearrangement. Given its simplicity and efficiency, this ligation has the potential to unfold new applications in the areas of medicinal chemistry and chemical biology.

Synthesis of Acylsilanes via Catalytic Dedithioacetalization of 2-Silylated 1,3-Dithianes with 30% Hydrogen Peroxide

Acylsilanes were obtained efficiently from dedithioacetalization of 2-silylated 1,3-dithianes using 30% hydrogen peroxide catalyzed by iron(III) acetylacetonate-sodium iodide. The use of niobium(V) chloride as a catalyst instead of iron(III) acetylacetonate was also effective, except in synthesizing some acyltrimethylsilanes.

Brook/Elimination/Aldol Reaction (BEAR) Sequence for the Direct Preparation of Fluorinated Aldols from β,β-Difluoro-α-(trimethylsilyl)alcohols

A methodology allowing the preparation of aldols featuring a fluorinated stereogenic center is reported. The corresponding fluoroenolates are formed in situ from stable β,β-difluoro-α-(trimethylsilyl)alcohols, through a base-mediated process involving a Brook rearrangement followed by a fluoride elimination, and are directly added to aromatic aldehydes. Two different sets of conditions were disclosed. The first one involves the stoichiometric addition of potassium tert-butoxide (t-BuOK) while the second is based on the use of a catalytic amount of an ammonium phenoxide. The latter opens the way for a catalytic and asymmetric version of this Brook/elimination/aldol reaction (BEAR) sequence.