2745-22-4

Usage

Uses

2-Amino-1-furan-2-yl-ethanol is a reactant used in the synthesis of N-(silylmethyl)imines.

InChI:InChI=1/C6H9NO2/c7-4-5(8)6-2-1-3-9-6/h1-3,5,8H,4,7H2

Upstream product

• 98-01-1 furfural 
• 57402-97-8 N-<(trimethylsilyl)methyl>benzaldimine 
• 172745-16-3 2,2-dichloro-1-(2-furyl)-2-nitroethanone 
• 1192-62-7 1-(2-furyl)-1-ethanone 
• 15109-94-1 1-(2-furyl)-2-bromoethanone 
• 118299-63-1 2-azido-1-(furan-2-yl)-ethanone 
• 52239-33-5 1-(furan-2-yl)-2-nitroethanol 

Downstream Products

• 383416-19-1 (+/-1)-(2-furan-2-yl-2-hydroxyethyl)carbamic acid benzyl ester 
• 121776-33-8 furilazole 
• 438044-17-8 (2R,5R,6R)-4'-nitrobenzoic acid 2-(benzyloxycarbonylamino-methyl)-6-(2,2-dimethyl-propionyloxy)-5,6-dihydro-2H-pyran-3-yl ester 
• 383416-22-6 (2R,6R)-2,2-dimethyl-propionic acid 6-(benzyloxycarbonylamino-methyl)-5-oxo-5,6-dihydro-2H-pyran-2-yl ester 
• 383416-24-8 (2R,5S,6R)-2,2-dimethyl-propionic acid 6-(benzyloxycarbonylamino-methyl)-5-hydroxy-5,6-dihydro-2H-pyran-2-yl ester 
• 438044-09-8 (2R,5R,6R)-2,2-dimethyl-propionic acid 6-(benzyloxycarbonylamino-methyl)-5-hydroxy-5,6-dihydro-2H-pyran-2-yl ester 
• 383416-21-5 (2R)-6-hydroxy-2-N-benzyloxycarbonylaminomethyl-2H-pyran-3(6H)-one 
• 226254-73-5 (1R)-(2-furan-2-yl-2-hydroxy-ethyl)-carbamic acid benzyl ester 
• 383416-20-4 (2-furan-2-yl-2-oxo-ethyl)-carbamic acid benzyl ester 

Relevant academic research and scientific papers

Trichloronitromethane with acyl chlorides in the presence of tin(II) chloride: Synthesis of trichloronitro ketones

Trichloronitromethane adds to acid chlorides in the presence of tin(II) chloride to yield dichloronitro ketones via a substitution reaction. Reduction and dechlorination of the dichloronitro ketones give dichloroamino alcohols and nitro ketones, respectiv

Synthetic method of 2,2-dichloro-N-[2-(2-furyl)-2-hydroxyethyl]acetamide and application thereof

The invention discloses a synthetic method of 2,2-dichloro-N-[2-(2-furyl)-2-hydroxyethyl]acetamide and application thereof. According to the synthetic method, the 2,2-dichloro-N-[2-(2-furyl)-2-hydroxyethyl]acetamide is prepared by carrying out an acylation reaction on alpha-(aminomethyl)-2-furfuryl alcohol serving as a raw material and dichloracetyl chloride under an alkaline condition. The synthetic method provided by the invention is easy to operate, and is simple in process control. The prepared 2,2-dichloro-N-[2-(2-furyl)-2-hydroxyethyl]acetamide is 60 to 80 percent in yield, and can be taken as a standard product for detecting and monitoring the synthesis of furilazole.

One-pot combination of enzyme and Pd nanoparticle catalysis for the synthesis of enantiomerically pure 1,2-amino alcohols

One-pot combinations of sequential catalytic reactions can offer practical and ecological advantages over classical multi-step synthesis schemes. In this context, the integration of enzymatic and chemo-catalytic transformations holds particular potential for efficient and selective reaction sequences that would not be possible using either method alone. Here, we report the one-pot combination of alcohol dehydrogenase-catalysed asymmetric reduction of 2-azido ketones and Pd nanoparticle-catalysed hydrogenation of the resulting azido alcohols, which gives access to both enantiomers of aromatic 1,2-amino alcohols in high yields and excellent optical purity (ee >99%). Furthermore, we demonstrate the incorporation of an upstream azidolysis and a downstream acylation step into the one-pot system, thus establishing a highly integrated synthesis of the antiviral natural product (S)-tembamide in 73% yield (ee >99%) over 4 steps. Avoiding the purification and isolation of intermediates in this synthetic sequence leads to an unprecedentedly low ecological footprint, as quantified by the E-factor and solvent demand.

De novo asymmetric approaches to 2-amino-n-(Benzyloxycarbonyl)-1-(2'fury)ethanol and 2-amino-n-(tert-butoxycarbonyl)-1-(2'furyl)ethanol

Several methods were investigated for the de novo asymmetric synthesis of 2-amino-N-(benzyloxycarbonyl)-1-(2'-furyl)ethanol and 2-amino-N-(tert-butoxycarbonyl)-1-(2'-furyl)ethanol. A five step procedure was developed for the practical preparation of optically pure 2-amino-N-benzyloxycarbonyl)-1-(2'-furyl)ethanol and a shorter 2-step procedure was developed for 2-amino-N-(tert-butoxycarbonyl)-1-(2'-furyl)ethanol. Both routes used a Noyori reduction to install the asymmetry.

Enantioselective synthesis of N-Cbz-protected 6-amino-6-deoxymannose, -talose, and -gulose

equation presented The enantioselective synthesis of three 6-amino-6-deoxy sugars has been achieved in six to eight steps from furfural. A sequence of diastereoselective oxidation and reduction reactions produced Cbz-protected 6-aminomannose from furfuryl alcohol 3. The incorporation of a Mitsunobu reaction into the reaction sequence allows for the selective synthesis of both N-Cbz-protected 6-aminotalose and 6-aminogulose. The overall procedure allows for the synthesis of either enantiomer of these three aminosugars.

Process for the preparation of 2-(2-furyl)ethanol amine

The invention disclosed herein relates to a process for producing heterocyclic ethanolamines, especially 2-(2-furyl)ethanolamine.

Synthetic Versatility of N(Silylmethyl)imines: Water-Induced Generation of N-Protonated Azomethine Ylides of Nonstabilized Type and Fluoride-Induced Generation of 2-Azallyl Anions

N-(Silylmethyl)imines generate N-protonated azomethine ylides of nonstabilized type when treated with water in HMPA, which undergo stereospecific and regioselective cycloadditions with electron-poor olefins affording N-unsubstituted pyrrolidines.On the other hand, fluoride-induced desilylation of the imines leads to 2-azallyl anions which are found to be synthetic equivalents of aminomethyl anion in the Michael additions with electron-poor olefins and nucleophilic additions with carbonyl compounds.