14869-00-2

Usage

Physical state

Colorless liquid

Odor

Faint

Usage

Intermediate in the synthesis of pharmaceuticals and other organic compounds

Synthesis

Derived from the reaction of benzyl alcohol and 2,3-epoxybutane

Chemical reactivity

Ability to undergo oxidation, reduction, and esterification

Additional uses

Solvent and reagent in organic synthesis

Hazardous nature

Potentially hazardous chemical

Safety precautions

Should be handled with care and in accordance with proper safety guidelines

InChI:InChI=1/C11H16O2/c1-2-11(12)9-13-8-10-6-4-3-5-7-10/h3-7,11-12H,2,8-9H2,1H3

Upstream product

• 10467-10-4 ethylmagnesium iodide 
• 60656-87-3 benzyloxyacetoaldehyde 
• 100-44-7 benzyl chloride 
• 826-19-7 Benzyloxy-methyl-magnesiumchlorid 
• 123-38-6 propionaldehyde 
• 925-90-6 ethylmagnesium bromide 
• 106-88-7 ethyloxirane 
• 100-52-7 benzaldehyde 
• 584-03-2 1,2-dihydroxybutane 
• 100-39-0 benzyl bromide 

Downstream Products

• 265664-91-3 1-(2-phenylmethoxy)-2-butanone 
• 56374-55-1 1-Benzyloxy-2-butanol-p-toluenesulfonate 
• 214967-11-0 {(S)-4,4-Bis-benzenesulfonyl-1-[(R)-1-(1-benzyloxymethyl-propoxy)-ethyl]-butoxy}-tert-butyl-dimethyl-silane 
• 214967-10-9 (3S,4R)-4-(1-Benzyloxymethyl-propoxy)-3-(tert-butyl-dimethyl-silanyloxy)-pentan-1-ol 
• 214967-08-5 (3S,4R)-4-(1-Benzyloxymethyl-propoxy)-3-(tert-butyl-dimethyl-silanyloxy)-pentanenitrile 
• 214967-21-2 (3S,4R)-4-(1-Benzyloxymethyl-propoxy)-3-hydroxy-pentanenitrile 
• 214967-07-4 (S)-2-[(R)-1-(1-Benzyloxymethyl-propoxy)-ethyl]-oxirane 

Relevant academic research and scientific papers

COMPOSITIONS, SYNTHESIS, AND METHODS OF USING PHENYLCYCLOALKYLMETHYLAMINE DERIVATIVES

The present invention provides novel phenylcycloalkylmethylamme derivatives, and methods of preparing phenylcycloalkylmethylamme derivatives. The present invention also provides methods of using phenylcycloalkylmethylamme derivatives and compositions of phenylcycloalkylmethylamme derivatives. The pharmaceutical compositions of the compounds of the present invention can be used for treating and/or preventing obesity and obesity related co- morbid indications and depression and depression related co-morbid indications.

Copper(I)-catalyzed asymmetric desymmetrization: Synthesis of five-membered-ring compounds containing all-carbon quaternary stereocenters

A highly stereoselective catalytic alkylation sequence for the synthesis of highly functionalized and versatile five-membered-ring compounds bearing all-carbon quaternary stereocenters was developed. Enantioselective desymmetrization of achiral cyclopentene-1,3-diones was thus executed by chiral Cu-phosphoramidite catalysts. A variety of complicated cyclopentane derivatives can be synthesized with excellent stereoselectivities using a low catalyst loading in a one-pot operation.

SILINANE COMPOUNDS AS CYSTEINE PROTEASE INHIBITORS

The present invention is directed to compounds that are inhibitors of cysteine proteases, in particular, cathepsins B, K, L, F, and S and are therefore useful in treating diseases mediated by these proteases. The present invention is also directed to pharmaceutical compositions comprising these compounds and processes for preparing them. The present invention is also directed to the use of these inhibitors in combination with a therapy that causes a deleterious immune response in patients receiving the therapy.

Synthesis of the marine compound (2R,5Z,9Z)-2-methoxyhexacosa-5,9-dienoic acid via a lipase-catalyzed resolution and a novel O-alkylation protocol

The title compound has been synthesized by a facile route starting from 4-pentyn-1-ol. The enantioselectivity was attained by a strategy involving a lipase-catalyzed acetylation of a solid-phase immobilized long chain α-hydroxy acid. Another important feature of the synthesis was the formulation of an efficient HgO-catalyzed O-methylation of the α-hydroxy acids which proceeded without any racemization. The alkylation protocol was also highly efficient for selective mono-methylation/benzylation of symmetrical diols.

Diastereoselective Synthesis of Functionalized 9-Ring Ethers (Oxonins).

In response to the challenge of preparing medium ring ethers of the Laurencia class, a simple synthesis of functionalized, acyclic α,α'-chiral disecondary ethers has been developed.Stereocontrolled cyclization to 9-membered rings was effected in overall h

Process for preparing α-aminoalcohols

Process for preparing an α-aminoalcohol of formula EQU1 wherein R represents hydrogen or alkyl of from 1 to 5 carbon atoms, which comprises contacting a compound of formula EQU2 wherein R has the same meaning as above, with an alcohol of formula R'-OH wherein R' represents benzyl or the group EQU3 in which R" and R"' are independently selected from hydrogen and alkyl of from 1 to 4 carbon atoms in an organic solvent, in the presence of a basic catalyst, at from about 140° to about 170°C., treating the obtained product of formula EQU4 wherein R and R' have the above meanings, with at least an equimolecular amount of a p-toluene-sulfonyl halide, at from about -5° to about 20°C. in the presence of a tertiary organic nitrogen-containing base and reacting in a closed system the resulting compound of formula EQU5 wherein R and R' are as above defined, with an excess of gaseous ammonia, in the presence of an inert organic solvent, at from about 95° to about 120°C. and recovering the resulting product as its acid addition salt.