50873-93-3

Usage

Physical state

Clear, colorless liquid

Molecular weight

204.69 g/mol

Usage

Intermediate in organic synthesis, particularly in the production of pharmaceuticals and agrochemicals

Chemical classification

Alkyl halide (due to the presence of a chlorine atom attached to a butane chain)

Functional groups

Contains a benzyl ether group

Flammability

Flammable

Hazardous properties

May be harmful if swallowed, inhaled, or absorbed through the skin

Safety handling

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

Upstream product

• 4541-14-4 4-benzyloxy-butan-1-ol 
• 109-99-9 tetrahydrofuran 
• 100-39-0 benzyl bromide 
• 100-44-7 benzyl chloride 
• 928-51-8 4-Chloro-1-butanol 
• 55791-06-5 benzyl mesylate 
• 6940-78-9 4-chlorobutyl bromide 
• 100-51-6 benzyl alcohol 
• 17229-17-3 benzyl 2-chloroethyl ether 
• 4799-68-2 3-benzyloxypropan-1-ol 
• 26420-79-1 1-chloro-3-benzyloxypropane 
• 41478-45-9 Diethyl<(2-benzyloxy)ethyl>malonate 
• 10385-30-5 4-(benzyloxy)butanoic acid 
• 118602-97-4 ethyl 4-[(phenylmethyl)oxy]butanoate 

Downstream Products

• 856061-94-4 bis-(4-benzyloxy-butyl)-sulfide 
• 134005-36-0 (S)-1,8-di-O-benzyl-1,3,8-octanetriol 
• 134005-37-1 (R)-1,8-di-O-benzyl-1,3,8-octanetriol 
• 50873-94-4 (4-iodobutoxymethyl)benzene 
• 110050-09-4 2-(4-benzyloxy-butyl)-1-methyl-1,2,3,4-tetrahydro-isoquinoline 
• 134834-30-3 (1S,2R)-2--N-butylamino>-1-phenylpropan-1-ol 
• 100847-48-1 5-benzyloxy-1-(furan-3'-yl)pentan-1-ol 
• 68677-52-1 7-benzyloxy-1-(1,3-dithia-2-cyclopentyl)-heptane-3-one 
• 1221503-08-7 [4-(benzyloxy)butyl]hydrazine hydrochloride 
• 1221503-12-3 6-{1-[4-(benzyloxy)butyl]-5-(4-fluorophenyl)-3-methyl-1H-pyrazol-4-yl}-2H-1,4-benzoxazin-3(4H)-one 
• 1221503-11-2 1-[4-(benzyloxy)butyl]-4-bromo-5-(4-fluorophenyl)-3-methyl-1H-pyrazole 
• 1221503-10-1 1-[4-(benzyloxy)butyl]-5-(4-fluorophenyl)-3-methyl-1Hpyrazole 
• 836-27-1 1,3-dimethoxy-5-(5-hydroxypentyl)benzene 
• 91477-32-6 5-(Benzyloxy)pentane nitrile 

Relevant academic research and scientific papers

Synthesis and pharmacological evaluation of benzamide derivatives as selective 5-HT4 receptor agonists

It is thought that selective 5-HT4 receptor agonists-such as 4-amino-5-chloro-2-methoxy-N-[1-(6-oxo-6-phenylhexyl)piperidin-4-ylmethyl] benzamide (2)-have the ability to enhance both upper and lower gastrointestinal motility without any significant adverse effects. Modification of 2 was performed. Variation of the piperidin-4-ylmethyl moiety of 2 led to a decrease in the binding affinity for the 5-HT4 receptor. Following conversion of the carbonyl group on the benzoyl part to a hydroxyl or sulfoxide group, the binding affinity for the 5-HT4 receptor was retained although the effect on defecation was reduced. Many of the 4-amino-5-chloro-2-methoxy-N- (piperidin-4-ylmethyl)benzamides that had a ether or sulfide moiety in the side-chain part at the 1-position of the piperidine exhibited high affinity for the 5-HT4 receptor. Among these, phenylthio 41c and benzylthio derivative 44 were selective 5-HT4 receptor agonists, and had a similar effect on defecation to compound 2.

Benzylation of alcoholic hydroxyl groups with benzyl mesylate by using a catalytic amount of lithium tetrakis(pentafluorophenyl)borate in the coexistence of lithium triflate and magnesium oxide

Several alcohols possessing alkali-labile substituents such as halogen, ester and ketone were effectively benzylated with benzyl mesylate by using a catalytic amount of lithium tetrakis(pentafluorophenyl)borate [LiB(C6F5)4] in the coexistence of lithium triflate (LiOTf) and magnesium oxide (MgO) to afford the corresponding benzyl ethers in good to excellent yields.

Enantioselective Addition of Diethylzinc to Aldehydes using Chiral Polymer Catalysts Possessing a Methylene Spacer

N-Butylnorephedrine supported on polystyrene resin via a six-methylene spacer catalyses the enantioselective addition of diethylzinc to both aromatic and aliphatic aldehydes, providing optically active secondary alcohols in good to high enantiomeric excesses.In the enantioselective addition of diethylzinc to an aliphatic aldehyde, polymer catalyst with a six-methylene spacer is more enantioselective than other previously reported polymer catalysts.

New Polymer Bound Chiral Catalyst with Methylene Spacer for the Enantioselective Addition of Diethylzinc to Aldehydes

Optically active sec-alcohols in good to high e.e.'s were obtained from the enantioselective addition of diethylzinc to both aliphatic and aromatic aldehydes using a polymer attached chiral catalyst with a methylene spacer.

REACTIVITY vs. RING SIZE IN SOLVOLYSIS OF ω-(BENZYLTHIO)ALKYL AND ω-(BENZYLOXY)ALKYL SUBSTRATES AS MODEL SYSTEMS FOR n PARTICIPATION OF SULPHUR AND OXYGEN

The solvolytic reactivity of various ω-(benzylthio)alkyl and ω-(benzyloxy)alkyl substrates in 97percent TFE has been studied.All these compounds solvolyze much faster than the corresponding alkyl substrates due to the n participation of sulphur or oxygen and formation of cyclic sulphonium or oxonium cations A with three-, four-, five-, or six-membered rings.In both series of ω-(benzylthio)alkyl and ω-(benzyloxy)alkyl substrates, the most reactive are compounds in which the intermediate A is a six-membered ring, while substrates that solvolyze via intermediate A with a five-membered ring are slightly less reactive.

2-halomethyl derivatives of 2-amino acids

2-(Fluoromethyl or chloromethyl)-2,5-diaminopentanoic acid, 2-(fluoromethyl or chloromethyl)-2,6-diaminohexanoic acid, and 2-fluoromethyl-2-amino-5-guanidinopentanoic acid, and certain derivatives thereof, are inhibitors of ornithine decarboxylase. Methods of preparing the compounds and derivatives are also described.

Process for preparing fluorinated amino-nitriles

Certain α-(fluoromethyl or difluoromethyl)-α-aminoacetonitriles are prepared by treating the appropriate α-(fluoromethyl or difluoromethyl) ketimine magnesium halide with hydrogen cyanide or with an alkali metal cyanide or ammonium cyanide and a proton source. The products are useful as intermediates for making α-(fluoromethyl or difluoromethyl)-α-amino acids having pharmacological activity.