89031-84-5

Usage

Uses

Used in Pharmaceutical Synthesis:
(3-Bromopropoxy)-tert-butyldimethylsilane is used as a reagent to introduce propanol functionality to many pharmaceuticals. This allows for the creation of a wide range of compounds with potential therapeutic applications.
Used in the Synthesis of Specific Compounds:
(3-Bromopropoxy)-tert-butyldimethylsilane is used as an alkylating agent in the synthesis of the following compounds:
1. N-[2-[N-[3-(tert-butyldimethylsilyloxy)propyl]-N-ethylamino]ethyl]phthalimide
2. O-(3-tert-butyldimethylsilyloxypropyl)-N-(tert-butoxycarbonyl)-L-tyrosine methyl ester
3. tert-butyldimethyl-[3-(3-methyl-2-nitrophenoxy)propoxy]silane
Used in the Preparation of Antihyperlipidemic Agents:
(3-Bromopropoxy)-tert-butyldimethylsilane is used in the preparation of piperidinylcarbonyl sulfamates, a novel class of antihyperlipidemic agents. These agents work by up-regulating the LDL-receptor via the adaptor protein autosomal recessive hypercholesterolemia, helping to manage and treat hyperlipidemia.

InChI:InChI=1/C9H21BrOSi/c1-9(2,3)12(4,5)11-8-6-7-10/h6-8H2,1-5H3

Upstream product

• 18162-48-6 tert-butyldimethylsilyl chloride 
• 627-18-9 1-bromo-3-propanol 
• 69739-34-0 t-butyldimethylsiyl triflate 
• 73842-99-6 3-tert-butyldimethylsilyloxy-1-propanol 
• 288-32-4 1H-imidazole 
• 29681-57-0 tert-butyldimethylsilane 

Downstream Products

• 118466-97-0 {Benzoyl-[3-(tert-butyl-dimethyl-silanyloxy)-propyl]-amino}-acetic acid ethyl ester 
• 129353-84-0 (1S,4S)-1-[3-(tert-Butyl-dimethyl-silanyloxy)-propyl]-4-phenyl-1,2,3,4-tetrahydro-isoquinoline 
• 129353-85-1 (1S,4R)-1-[3-(tert-Butyl-dimethyl-silanyloxy)-propyl]-4-phenyl-1,2,3,4-tetrahydro-isoquinoline 
• 61362-77-4 5-[tert-butyldimethylsilyloxy]pent-1-yne 
• 134432-12-5 1-benzyl-2-(1-ethoxycarbonyl-4-tert-butyldimethylsilyloxybutyl)-4,5-dihydroimidazole 
• 145622-60-2 9-<(1'β,4'β)-4'-<3''-(tert-butyldimethylsilyloxy)propoxy>cyclopent-2'-enyl>-6-methoxy-2-(N-monomethoxytriphenylmethylamino)purine 
• 121942-39-0 12,12-Bis-benzenesulfonyl-15-(tert-butyl-dimethyl-silanyloxy)-pentadecanoic acid methyl ester 
• 120379-76-2 [3-[(tert-butyldimethylsilyl)oxy]propyl]triphenylphosphonium bromide 
• 159028-71-4 5-benzyloxy-1-<2-(3-tert-butyldimethylsilyloxy)propyloxy>-ethoxypentane 
• 160399-86-0 (1R,3aS,7aR)-4-[2-{(3R,5R)-3,5-Bis-(tert-butyl-dimethyl-silanyloxy)-4-[3-(tert-butyl-dimethyl-silanyloxy)-propoxy]-cyclohexylidene}-eth-(E)-ylidene]-1-((R)-1,5-dimethyl-5-triethylsilanyloxy-hexyl)-7a-methyl-octahydro-indene 
• 160399-86-0 (1R,3aS,7aR)-4-[2-{(3R,5R)-3,5-Bis-(tert-butyl-dimethyl-silanyloxy)-4-[3-(tert-butyl-dimethyl-silanyloxy)-propoxy]-cyclohexylidene}-eth-(E)-ylidene]-1-((R)-1,5-dimethyl-5-triethylsilanyloxy-hexyl)-7a-methyl-octahydro-indene 
• 177498-80-5 3-{[(trichloroethoxy)carbonyl](benzyloxy)amino}-1-[(tert-butyldimethylsilyl)oxy]propane 
• 252942-75-9 6-(tert-Butyl-dimethyl-silanyloxy)-1,1-diphenyl-hex-1-en-3-ol 
• 215439-76-2 (2R,3R,4S,5R,6R)-3,4-Bis-benzyloxy-6-benzyloxymethyl-5-[3-(tert-butyl-dimethyl-silanyloxy)-propoxy]-2-(2-trimethylsilanyl-ethoxy)-tetrahydro-pyran 

Relevant academic research and scientific papers

Analysis of functionalization degree of single-walled carbon nanotubes having various substituents

Introducing substituents onto SWNT sidewalls increases their solubility and tunes their properties. Controlling the degree of functionalization is important because the addition of numerous functional groups on the sidewall degrades their intrinsic useful electronic properties. We examined the synthesis and characterization of sidewall-functionalized SWNTs in this study. The functionalized SWNTs (1R-SWNTs-2R) were prepared in a one-pot reaction of SWNTs with alkyllithium (1RLi) followed by alkyl bromide (2RBr). The functionalized SWNTs were characterized by the absorption and Raman spectroscopy and thermogravimetric analysis. Not only the total number of functional groups introduced on the SWNT sidewall (formula mass: 1R = 2R) but also the ratio of 2R to 1R in the functionalized SWNTs (formula mass: 1R ≠ 2R) having two different substituents were clarified using the relation between results of Raman spectroscopy and thermogravimetric analysis. Results show that the degree of functionalization of 2R to 1R in 1R-SWNTs-2R can be well controlled by the bulkiness of the alkyl groups of 1RLi and 2RBr. Moreover, substituent effects of reductive alkylation and reductive silylation of SWNTs via Birch reduction were investigated.

Synthesis of functional near infrared pyrrolopyrrole cyanine dyes for optical and photoacoustic imaging

Fluorescence lifetime and photoacoustic imaging (PAI) provide attractive strategies for in vivo molecular imaging in the near infrared (NIR) region. Pyrrolopyrrole cyanine (PPCy) dyes are promising molecules for these applications. In this study, we synth

Acid-Catalyzed Intramolecular Ring-Opening Reactions of Cyclopropanated Oxabenzonorbornadienes with Carboxylic Acid Nucleophiles

The present work demonstrates the ability of carboxylic acid tethered cyclopropanated oxabenzonorbornadienes (CPOBDs) to undergo ring-opening reactions in mild acidic conditions. The optimized reaction conditions involve the use of pTsOH in DCE at 90 °C. Two regioisomers are formed but the reactions are highly regioselective towards type 3 ring-opened products. It was observed that substitution at the C5 and aryl positions of CPOBD significantly hinders the ring-opening reactions leading to decreased yields of ring-opened products, although high regioselectivity for the Type 3 ring-opened products is still maintained. Herein, the first examples of acid-catalyzed intramolecular ring-opening reactions of CPOBD with carboxylic acid nucleophiles are reported.

Stereoselective desymmetrizations of dinitriles to synthesize lactones

Nitriles are important organic functional groups, allowing for installation of nitrogen in organic synthesis. The Pinner reaction transforms nitriles into esters via the imidate group, but in general has previously necessitated harsh acid conditions. This

Amide compounds and uses thereof

Provided herein are novel amide compounds of formula (I), pharmaceutical compositions comprising same, methods for preparing same, and uses thereof, wherein the definition of each symbol is as described in the description.

Palladium-catalyzed C(sp3)–P(III) bond formation reaction with acylphosphines as phosphorus source

Palladium-catalyzed C(sp3)–P(III) bond formation reaction for alkyl substituted phosphines preparation was developed. In this reaction, various alkyl bromides and limited alkyl chlorides reacted with acylphosphine under relative mild and easily accessible condition, and differential phosphines were afforded in good yields. This reaction made up the application of palladium catalysis in C(sp3)–P(III) bond formation, and indicated a practical application of acylphosphine as a phosphination reagent.

In vivomonitoring of carbonic anhydrase expression during the growth of larval zebrafish: a new environment-sensitive fluorophore for responsive turn-on fluorescence

This study monitors the dynamic progress of a newly developed background-free, target responsive strategy; 2,3-dihydroquinolin-4-imine (DQI) that can instantly respond to environmental changes with fluorescence enhancement, revealing a comprehensive platf

Preparation method of diosgenin ether

The invention discloses a preparation method of diosgenin ether and belongs to the field of organic chemistry. The preparation method comprises: S1) generating an intermediate C from diosgenin A and acompound B; S2) hydrolyzing the intermediate C to prepare the target product, diosgenin ether (I). The method is less in process steps and simple in reactions, is high in one-step conversion rate, employs low-cost and accessible raw materials, is gentle in reaction conditions, can reach more than 85% in two-step total yield, and is suitable for industrial large-scale production.

Stereoselective Synthesis of Molecular Square and Granny Knots

We report on the stereoselective synthesis of both molecular granny and square knots through the use of lanthanide-complexed overhand knots of specific handedness as three-crossing "entanglement synthons". The composite knots are assembled by combining two entanglement synthons (of the same chirality for a granny knot; of opposite handedness for a square knot) in three synthetic steps: first, a CuAAC reaction joins together one end of each overhand knot. Ring-closing olefin metathesis (RCM) then affords the closed-loop knot, locking the topology. This allows the lanthanide ions necessary for stabilizing the entangled conformation of the synthons to subsequently be removed. The composite knots were characterized by 1H and 13C NMR spectroscopy and mass spectrometry and the chirality of the knot stereoisomers compared by circular dichroism. The synthetic strategy of combining building blocks of defined stereochemistry (here overhand knots of λ- or Δ-handed entanglement) is reminiscent of the chiron approach of using minimalist chiral synthons in the stereoselective synthesis of molecules with multiple asymmetric centers.

CERTAIN PLADIENOLIDE COMPOUNDS AND METHODS OF USE

The present disclosure provides novel pladienolide compounds, pharmaceutical compositions containing such compounds, and methods for using the compounds as therapeutic agents. These compounds may be useful in the treatment of cancers, particularly cancers in which agents that target the spliceosome and mutations therein are known to be useful. Also provided herein are methods of treating cancers by administering at least one compound disclosed herein and at least one additional therapy.