87184-99-4

Usage

Uses

Used in Organic Synthesis:
4-(TERT-BUTYLDIMETHYLSILYL)-OXY-1-BUTAN& is used as a synthetic intermediate for the production of various organic compounds. Its chemical properties, such as being a colorless oil, make it suitable for use in the synthesis of a wide range of organic molecules.
Used in Pharmaceutical Industry:
In the pharmaceutical industry, 4-(TERT-BUTYLDIMETHYLSILYL)-OXY-1-BUTAN& is used as a building block for the development of new drugs. Its unique structure allows it to be incorporated into the design of novel pharmaceutical compounds, potentially leading to the discovery of new therapeutic agents.
Used in Chemical Research:
4-(TERT-BUTYLDIMETHYLSILYL)-OXY-1-BUTAN& is also utilized in chemical research for studying the properties and reactions of silyl ethers. Its reactivity and stability make it an interesting subject for research in the field of organosilicon chemistry.
Overall, 4-(TERT-BUTYLDIMETHYLSILYL)-OXY-1-BUTAN& is a versatile compound with applications in various industries, including organic synthesis, pharmaceuticals, and chemical research. Its unique properties and potential for use in the development of new compounds make it an important tool in the field of chemistry.

InChI:InChI=1/C10H24O2Si/c1-10(2,3)13(4,5)12-9-7-6-8-11/h11H,6-9H2,1-5H3

Upstream product

• 69171-63-7 4-(tert-butyldimethylsilyloxy)butyric acid methyl ester 
• 117785-64-5 1-tert-butyldimethylsilyloxy-4-triethylsilyloxybutane 
• 105966-46-9 [4-(benzyloxy)butoxy](tert-butyl)dimethylsilane 
• 87184-81-4 4-(tert-butyldimethylsilanyloxy)butanal 
• 104-94-9 4-methoxy-aniline 
• 1333925-48-6 allyl 4-(tert-butyldimethylsilyloxy)butylcarbonate 
• 75-33-2 2-propanethiol 

Downstream Products

• 434936-48-8 1-({4-[(tert-butyl)dimethylsilyloxy]butoxy}methyl)-4-ethenylbenzene 
• 693272-64-9 [4-(biphenyl-4-yl-phenyl-methoxy)-butoxy]-tert-butyl-dimethyl-silane 
• 64991-10-2 3-Phenyl-propionic acid 4-(3-phenyl-propionyloxy)-butyl ester 
• 110-63-4 Butane-1,4-diol 
• 479673-50-2 (E)-(4R,5R)-8-(tert-Butyl-dimethyl-silanyloxy)-5-(4-methoxy-benzyloxy)-4-methyl-oct-2-enoic acid ethyl ester 
• 154920-01-1 (2R,3S)-6-(tert-Butyl-dimethyl-silanyloxy)-2-methyl-4-methylene-1-phenyl-hexan-3-ol 
• 205864-62-6 tert-Butyl-dimethyl-[3-((4S,5S)-2,2,5-trimethyl-6-phenyl-[1,3]dioxan-4-yl)-but-3-enyloxy]-silane 
• 159734-11-9 (2S,3S)-6-(tert-Butyl-dimethyl-silanyloxy)-3-hydroxy-2-methyl-4-methylene-1-phenyl-hexan-1-one 
• 159734-08-4 (S)-4-Benzyl-3-[(2S,3S)-6-(tert-butyl-dimethyl-silanyloxy)-3-hydroxy-2-methyl-4-methylene-hexanoyl]-oxazolidin-2-one 
• 1024616-83-8 1-methyl-3-[4-O-(tert-butyldimethylsilyl)butyl]-5'-O-(tert-butyldiphenylsilyl)-2',3'-O-(isopropylidene)pseudouridine 
• 1024617-45-5 3-[4-O-(tert-butyldimethylsilyl)butyl]-5'-O-(tert-butyldiphenylsilyl)-2',3'-O-(isopropylidene)uridine 
• 1211936-70-7 C₁₇H₂₈N₄OSSi 
• 1093206-55-3 2-(4-(tert-butyldimethylsilyloxy)butoxy)-6-nitrobenzonitrile 
• 1215493-87-0 (E)-tert-butyl 2-(6-(tert-butyldimethylsilyloxy)hex-3-enamido)phenylcarbamate 

Relevant academic research and scientific papers

A mild ligand-free iron-catalyzed liberation of alcohols from allylcarbonates

Different from most carbonates the allyloxy carbonyl protecting group can be cleaved under neutral conditions using metal catalysis. However, most of the catalysts employed to date are based upon precious metals. Herein we present two protocols for the mild Fe-catalyzed liberation of alcohols from allylcarbonates that are characterized by broad functional group tolerance and exclusive chemoselectivity.

Deprotection of a silyl group with mesoporous silica

The triethylsilyl (TES) group of silyl ethers of several types is selectively and easily removed in the presence of a t-butyldimethylsilyl (TBDMS) group with a mesoporous silica MCM-41/MeOH heterogeneous system. Comparison of the efficiency was carried out among several solvents, and among such promoters as common zeolites and ion-exchange resins. Furthermore, FSM-16, another mesoporous silica, was examined for the possibility of recycling by re-calcination at 400°C after the reaction.

Facile cleavage of silyl protecting groups with catalytic amounts of FeCl3

A very mild and environmentally benign method for removal of silyl protecting groups using catalytic amounts of iron ion in MeOH is presented. The method is particularly effective for cleaving triethylsilyl (TES) protecting groups. Georg Thieme Verlag Stuttgart.

N,N′-carbonyldiimidazole-mediated cyclization of amino alcohols to substituted azetidines and other N-heterocycles

Amino alcohols are important synthons for N-heterocycles. We have developed an efficient method to activate hydroxyl groups, which avoids the use of toxic reagents and tolerates a wide variety of functional groups. Our strategy has been applied to the syn

Facile cleavage of triethylsilyl (TES) ethers using o-lodoxybenzoic acid (IBX) without affecting tert-butyldimethylsilyl (TBS) ethers

(matrix presented) In DMSO cleavage of triethylsilyl (TES) ethers by o-iodoxybenzoic acid (IBX) was significantly faster than cleavage of tert-butyldimethylsilyl (TBS) ethers or further oxidation into carbonyl compounds. In most cases, TES protecting groups be removed in good to excellent yields within 1 h, whereas similar TBS protecting groups remained intact under the same conditions. The procedure also could be adapted for direct one-pot conversion of TES ethers into carbonyl compounds.

Selective deprotection of triethylsilyl group in the presence of t-butyldimethylsilyl group with MCM-41/MeOH heterogeneous system

Triethylsilyl (TES) group of silyl ethers of several types is selectively and easily removed in the presence of t-butyldimethylsilyl group (TBS) with a mesoporous silica MCM-41/MeOH heterogeneous system. Comparison of the efficiency was carried out among several solvents, and among such promoters as common zeolites and ion-exchange resins. Thieme Stuttgart.

Selective acceleration for deprotection of benzyl ethers with ti-HMS

Ti-HMS, a Ti-loaded hexagonal mesoporous silica, was found to accelerate deprotection of benzyl ethers under hydrogenolytic conditions with palladium catalyst. Such acid-sensitive functional groups as silyl ether and acetal moieties in the molecule were little affected by Ti-HMS, which possesses Lewis acid sites due to Ti-atom.

Reductive cleavage of tert-butyldimethylsilyl ether via intramolecular transfer of hydride

The cleavage of α-hydroxy tert-butyldimethylsilyl ether to diol takes place efficiently with LAH. It has been proposed that the reaction proceeds via intramolecular hydride transfer from the alkoxy aluminium hydride. In order to substantiate this, reduction of TBDMS ether with LAH in a variety of substrates was studied.