88346-87-6

Basic information

• Product Name: 1-(t-butyldimethylsiloxy)-1,3-butadiene,95%
• Synonyms: 1-(t-butyldimethylsiloxy)-1,3-butadiene,95%;1-(t-BUTYLDIMETHYLSILOXY)-1,3-BUTADIENE, 95%
• CAS NO: 88346-87-6
• Molecular Formula: C10H20OSi
• Molecular Weight: 184.35
• Mol File: 88346-87-6.mol
• Article Data: 17

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 1-(t-butyldimethylsiloxy)-1,3-butadiene,95%(CAS DataBase Reference)
• NIST Chemistry Reference: 1-(t-butyldimethylsiloxy)-1,3-butadiene,95%(88346-87-6)
• EPA Substance Registry System: 1-(t-butyldimethylsiloxy)-1,3-butadiene,95%(88346-87-6)

Safety Data

• Hazardous Substances Data: 88346-87-6(Hazardous Substances Data)

Usage

Description

1-(t-butyldimethylsiloxy)-1,3-butadiene,95%, also known as tBDMS-butadiene, is a siloxane-substituted diene chemical compound that is 95% pure. It contains a silicon atom bonded to a t-butyl group and two methyl groups, as well as a conjugated diene backbone. 1-(t-butyldimethylsiloxy)-1,3-butadiene,95% is considered to be a versatile and important intermediate in organic chemistry.

Uses

Used in Organic Synthesis:
1-(t-butyldimethylsiloxy)-1,3-butadiene,95% is used as a reagent in organic synthesis for its reactivity and ability to participate in various chemical reactions.
Used in Polymerization Reactions:
tBDMS-butadiene is used as a monomer in polymerization reactions due to its reactivity and ability to form polymers with desired properties.
Used in Specialty Chemicals Production:
1-(t-butyldimethylsiloxy)-1,3-butadiene,95% is used as a building block in the production of specialty chemicals, contributing to the development of unique chemical compounds with specific applications.
Used in Pharmaceutical Industry:
tBDMS-butadiene is used as an intermediate in the synthesis of pharmaceuticals, playing a crucial role in the development of new drugs and therapeutic agents.

Upstream product

• 2568-24-3 2-phenyl-4,7-dihydro-1,3-dioxepine 
• 18162-48-6 tert-butyldimethylsilyl chloride 
• 123-73-9 trans-Crotonaldehyde 
• 69739-34-0 t-butyldimethylsiyl triflate 
• 123-73-9 crotonaldehyde 
• 7319-38-2 3-butenal 

Downstream Products

• 202339-50-2 6-(tert-Butyl-dimethyl-silanyloxy)-cyclohexa-1,4-dienecarboxylic acid ethyl ester 
• 75909-37-4 (S)-(E)-1-(O-methylmandeloxy)butadiene 
• 131507-69-2 Benzyl r-3-<<(tert-Butyl)dimethylsilyl>oxy>-t-4,t-5-dihydroxy-1,2-oxazinane-2-carboxylate 
• 131541-27-0 Benzyl t-6-<<(tert-Butyl)dimethylsilyl>oxy>-r-4,c-5-dihydroxy-1,2-oxazinane-2-carboxylate 

Relevant articles and documents

A concise Diels–Alder strategy leading to congeners of the ABC ring system of the marine alkaloid ‘upenamide

A second-generation approach to the BC spirocycle of ‘upenamide is reported. Central to the synthesis is an endo selective Diels–Alder reaction between 1-(t-butyldimethylsiloxy)-1,3-butadiene and bromomaleic anhydride followed by a radical mediated allylation of the ring fusion bromide. Functional group manipulation provides three (9–11) advanced synthetic intermediates ready for coupling with the remaining half (DE bicycle) of ‘upenamide.

Enantioselective Synthesis of cis-Decalin Derivatives by the Inverse-Electron-Demand Diels–Alder Reaction of 2-Pyrones

A novel strategy for the synthesis of cis-decalins by an ytterbium-catalyzed asymmetric inverse-electron-demand Diels–Alder reaction of 2-pyrones and silyl cyclohexadienol ethers is reported here. A broad range of synthetically important cis-decalin derivatives with multiple contiguous stereogenic centers and functionalities are obtained in good yields and stereoselectivities. A full set of diastereomeric substituted cis-decalin motifs are readily accessible by tuning the absolute configurations of substituted silyl cyclohexadienol ethers (R or S) as well as the ligands (R or S). The synthetic potential is showcased by the enantioselective total synthesis of 4-amorphen-11-ol, and further demonstrated by the first total synthesis of cis-crotonin.

1-tetralone spiro-diene as well as synthetic method and application thereof

The invention relates to 1-tetralone spiro-diene as well as a synthetic method and an application thereof. 1-tetralone spiro-diene is represented by formula (1), and the compound can be used for synthesizing more types of 1-tetralone spiro-framework compounds. 1-tetralone spiro-diene is prepared by the steps of adding 2-crotonaldehyde, tert-butyldimethylsilyl triflate and triethylamine into dichloromethane for reaction so as to obtain a reaction system containing tert-butyl dimethyl silicon protected diene, adding 2-methylene-1-tetralone and zinc trifluoromethanesulfonate into a reaction container, adding an aromatic hydrocarbon solvent under the protection of inert gas, and adding prepared tert-butyl dimethyl silicon protected diene for reaction, so as to finally obtain 1-tetralone spiro-diene. A preparation method of 1-tetralone spiro-diene is simple, the cost is low, and the consumption of catalysts is low.