441784-82-3

Basic information

• Product Name: 1-[[[(1,1-DIMETHYLETHYL)DIPHENYLSILYL]OXY]METHYL]-CYCLOPROPANOL
• Synonyms: 1-[[[(1,1-DIMETHYLETHYL)DIPHENYLSILYL]OXY]METHYL]-CYCLOPROPANOL;Cyclopropanol, 1-[[[(1,1-dimethylethyl)diphenylsilyl]oxy]methyl]- (9CI);1-((tert-butyldiphenylsilyloxy)methyl)cyclopropanol;1-{[(tert-butyldiphenylsilyl)oxy]Methyl}cyclopropan-1-ol;1-(((tert-Butyldiphenylsilyl)
• CAS NO: 441784-82-3
• Molecular Formula: C20H26O2Si
• Molecular Weight: 326.52
• Mol File: 441784-82-3.mol
• Article Data: 7

Chemical Properties

• Boiling Point: 392.095°C at 760 mmHg
• Flash Point: 190.933°C
• Appearance: /
• Density: 1.08g/cm³
• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.565
• Storage Temp.: Sealed in dry,Room Temperature
• PKA: 14.39±0.20(Predicted)
• CAS DataBase Reference: 1-[[[(1,1-DIMETHYLETHYL)DIPHENYLSILYL]OXY]METHYL]-CYCLOPROPANOL(CAS DataBase Reference)
• NIST Chemistry Reference: 1-[[[(1,1-DIMETHYLETHYL)DIPHENYLSILYL]OXY]METHYL]-CYCLOPROPANOL(441784-82-3)
• EPA Substance Registry System: 1-[[[(1,1-DIMETHYLETHYL)DIPHENYLSILYL]OXY]METHYL]-CYCLOPROPANOL(441784-82-3)

Safety Data

• Hazardous Substances Data: 441784-82-3(Hazardous Substances Data)

Usage

General Description

1-[[[(1,1-dimethylethyl)diphenylsilyl]oxy]methyl]-cyclopropanol is a chemical compound consisting of a cyclopropanol core with a silyl moiety and a tert-butyl group attached. It is commonly used as a reagent in organic chemistry, particularly in the synthesis of complex organic compounds. The presence of the silyl group and the cyclopropanol moiety makes this compound highly reactive, allowing for the formation of new carbon-carbon bonds and the creation of diverse chemical structures. Additionally, the stereochemistry of the cyclopropanol unit can be controlled, making this compound a valuable tool in the development of new chemical reactions and the synthesis of novel molecules with potential biological or industrial applications.

InChI:InChI=1/C20H26O2Si/c1-19(2,3)23(17-10-6-4-7-11-17,18-12-8-5-9-13-18)22-16-20(21)14-15-20/h4-13,21H,14-16H2,1-3H3

Upstream product

• 154698-92-7 methyl 2-((tert-butyl(diphenyl)silyl)oxy)acetate 
• 58479-61-1 tert-butylchlorodiphenylsilane 
• 925-90-6 ethylmagnesium bromide 
• 441784-83-4 2-((tert-butyl(diphenyl)silyl)oxy)acetic acid ethyl ester 

Relevant articles and documents

A novel class of phosphonate nucleosides. 9-[(1-phosphonomethoxycyclopropyl)methyl]guanine as a potent and selective anti-HBV agent

9-[1-(Phosphonomethoxycyclopropyl)methyl]guanine (PMCG, 1), representative of a novel class of phosphonate nucleosides, blocks HBV replication with excellent potency (EC50 = 0.5 μM) in a primary culture of HepG2 2.2.15 cells. It exhibits no sig

Method for preparing Besifovir

The invention relates to a method for preparing P-[[[1-[(2-amino-9H-purine-9-yl) methyl] cyclopropyl] oxy] methyl]-phosphoric acid (Besifovir). The method comprises the following steps: 1) enabling acompound of formula (1) as shown in the specification to react with tertiary butyl diphenylchlorosilane so as to prepare a compound of formula (2) as shown in the specification; 2) enabling the compound of formula (2) to react with ethyl magnesium bromide so as to prepare a compound of formula (3) as shown in the specification; 3) enabling the compound of the formula (3) to react with p-toluenesulfonyl oxymethyldiethoxyphosphine under a condition that tertiary butanol lithium is adopted as an alkali so as to prepare a compound of formula (23) as shown in the specification; 4) carrying out ammonium fluoride hydrolysis on the compound of formula (23) so as to prepare a compound of formula (24) as shown in the specification; 5) enabling the compound of formula (24) to react with a compound offormula (28) as shown in the specification so as to prepare a compound as a solid of formula (22) as shown in the specification; 6) carrying out reduction dechloridation on the compound of formula (22) as shown in the specification under a condition of a catalyst and a hydrogen supplier so as to prepare a compound as a solid of formula (25) as shown in the specification; 7) carrying out trimethylbromide silane hydrolysis on the compound of formula (25), so as to obtain Besifovir as shown in the specification. The method is cheap in raw material and intermediate material, easy in raw materialand intermediate material obtaining, low in cost, high in yield, gentle in condition and good in security.

Two-step conversion of carboxylic esters into distally fluorinated ketones: Via ring cleavage of cyclopropanol intermediates: Application of sulfinate salts as fluoroalkylating reagents

Tertiary cyclopropanols easily available from carboxylic esters have been used in the synthesis of distally fluorinated ketones. Cyclopropane ring cleavage reactions in methanol with aqueous tert-butyl hydroperoxide in the presence of a copper(ii) acetate catalyst and sodium triflinate (Langlois reagent) afford β-trifluoromethyl ketones in 16-74% isolated yields. Sodium triflinate serves as a precursor of reactive trifluoromethyl copper species, enabling ring-opening trifluoromethylation, as evidenced by mechanistic studies. We also demonstrate here that other sulfinate salts, such as sodium 1,1-difluoroethanesulfinate, sodium 2-(4-bromophenyl)-1,1-difluoroethanesulfinate and sodium 1-(trifluoromethyl)cyclopropanesulfinate, can be used as fluoroalkylation reagents, resulting in the corresponding fluorinated ketones.