72658-10-7

Basic information

• Product Name: (1E)-1-tert-Butoxy-1-(trimethylsilyloxy)propene
• Synonyms: (1E)-1-tert-Butoxy-1-(trimethylsilyloxy)propene;(1E)-1-tert-Butoxy-1-(trimethylsilyloxy)propene
• CAS NO: 72658-10-7
• Molecular Formula: C₁₀H₂₂O₂Si
• Molecular Weight: 202.37
• Mol File: 72658-10-7.mol
• Article Data: 7

Chemical Properties

• Boiling Point: 53°C/5.6mmHg(lit.)
• Flash Point: 57.2°C
• Appearance: /
• Density: 0.859g/cm³
• Vapor Pressure: 0.656mmHg at 25°C
• Refractive Index: 1.4160-1.4220
• Storage Temp.: 0-10°C
• CAS DataBase Reference: (1E)-1-tert-Butoxy-1-(trimethylsilyloxy)propene(CAS DataBase Reference)
• NIST Chemistry Reference: (1E)-1-tert-Butoxy-1-(trimethylsilyloxy)propene(72658-10-7)
• EPA Substance Registry System: (1E)-1-tert-Butoxy-1-(trimethylsilyloxy)propene(72658-10-7)

Safety Data

• RIDADR: 1993
• HazardClass: 3
• PackingGroup: III
• Hazardous Substances Data: 72658-10-7(Hazardous Substances Data)

Usage

General Description

(1E)-1-tert-Butoxy-1-(trimethylsilyloxy)propene, also known as tert-butoxy(trimethylsilyloxy)propene, is a chemical compound with the molecular formula C9H20OSi. It is a colorless liquid and is often used as a reagent in organic synthesis reactions. (1E)-1-tert-Butoxy-1-(trimethylsilyloxy)propene is commonly employed in the preparation of various organic compounds through its ability to undergo addition and substitution reactions. It is also used in the creation of pharmaceuticals, agrochemicals, and other advanced materials. In addition, the trimethylsilyl group in the molecule provides protection to the alcohol functionality from undesired side reactions during the synthesis process. Overall, (1E)-1-tert-Butoxy-1-(trimethylsilyloxy)propene is a versatile compound with applications in various fields of chemistry.

InChI:InChI=1/C10H22O2Si/c1-8-9(11-10(2,3)4)12-13(5,6)7/h8H,1-7H3/b9-8+

Upstream product

• 75-77-4 chloro-trimethyl-silane 
• 1663-39-4 tert-Butyl acrylate 
• 20487-40-5 tert-butyl propionate 

Downstream Products

• 1334591-51-3 (S)-tert-butyl 2-(3'-benzoylphenyl)propionate 
• 22204-53-1 (2S)-2-(6-methoxy(2-naphthyl))propanoic acid 
• 1334591-55-7 (S)-tert-butyl 2-(2'-anisyl)propionate 
• 1334591-56-8 (S)-tert-butyl 2-(2'-cyanophenyl)propionate 
• 1334591-49-9 (S)-tert-butyl 2-(4'-ethylbenzoate)propionate 
• 1334591-57-9 (S)-tert-butyl 2-(2'-nitrophenyl)propionate 
• 1334591-54-6 (S)-tert-butyl 2-(2-methylphenyl)propionate 
• 59415-37-1 (S)-tert-butyl 2-phenylpropionate 
• 26735-95-5 2-methyl-3-hydroxy-3-phenylpropionic acid t-butyl ester 

Relevant articles and documents

Synthesis of α-Heteroaryl Propionic Esters by Palladium-Catalyzed α-Heteroarylation of Silyl Ketene Acetals

A practical and efficient synthesis of α-heteroaryl propionic esters is developed by employing palladium-catalyzed α-heteroarylation of silyl ketene acetals, forming a wide variety of α-heteroaryl propionic esters with various substituents and functionalities in high yields. The success of this transformation is credited to the development of the bulky P,P═O ligand. The method has provided an efficient synthesis of α-heteroaryl propionic acids.

CHIRAL PHOSPHINES FOR PALLADIUM-CATALYZED ASYMMETRIC ALPHA-ARYLATION OF ESTER ENOLATES TO PRODUCE TERTIARY STEREOCENTERS IN HIGH ENANTIOSELECTIVITY

The disclosure provides new and improved methods for the Pd-catalyzed asymmetric α-arylation of ester compounds, which produce the corresponding α-aryl moiety in high enantioselectivity (generally >90% ee). The present methods utilize a palladium catalyst supported by new (R)-H8-BINOL-derived monophosphine ligands. The method is applicable to a wide variety of aryl triflate substrates having variations in both electronic and steric properties. These aryl triflate substrates react with various α-alkyl (Z)- and/or (E)-0-trimethylsilyl ketene acetals in the presence of a Pd catalyst, (R)-H8-BINOL-derived monophosphine ligand, and a mild activator, for example, LiOAC, to provide the asymmetric α-arylation of ester compounds in high ee.

Practical and robust method for regio- and stereoselective preparation of (E)-ketene tert-butyl TMS acetals and β-ketoester-derived tert-butyl (1Z,3E)-1,3-bis(TMS)dienol ethers

(Chemical Equation Presented) We developed an efficient, practical, robust method for the regio- and stereoselective preparation of (E)-ketene trimethylsilyl acetals (KSAs) derived from tert-butyl esters 1. The reaction was performed under convenient reac