10021-67-7

Usage

Synthesis Reference(s)

The Journal of Organic Chemistry, 32, p. 1255, 1967 DOI: 10.1021/jo01279a100

InChI:InChI=1/C6H9NOS/c7-4-5(8)6-2-1-3-9-6/h1-3,5,8H,4,7H2

Upstream product

• 70996-65-5 N-[(thien-2-ylcarbonyl)methyl]amine hydrochloride 
• 313276-47-0 2-amminometil-2-tienilchetone 
• 7732-18-5 water 
• 139224-74-1 2-(thiophen-2-yl)-2-((trimethylsilyl)oxy)acetonitrile 
• 473552-25-9 (R)-(+)-2-azido-1-(2'-thienyl)ethanol 
• 78539-78-3 2-azido-1-(thiophen-2-yl)ethanol 
• 357952-93-3 (R)-(+)-1-(2-Thienyl)-2-(p-tolylsulfonyloxy)ethanol 

Downstream Products

• 76175-41-2 2-(benzylamino)-1-(thien-2-yl)ethanol 
• 76175-43-4 6-(2-tienil)-4-benzilmorfolin-3-one 

Relevant academic research and scientific papers

A facile synthesis of (R)-(-)-2-azido-1-arylethanols from 2-azido-1-arylketones using baker's yeast

A novel and efficient stereoselective reduction of 2-azido-1-aryl ketones using baker's yeast is described.

Application of optically active 1,2-diol monotosylates for synthesis of β-azido and β-amino alcohols with very high enantiomeric purity. Synthesis of enantiopure (R)-octopamine, (R)-tembamide and (R)-aegeline

A very convenient and highly efficient synthesis of near enantiopure β-azido and β-amino alcohols including biologically active substances such as (R)-octopamine, (R)-tembamide and (R)-aegeline from optically active 1,2-diol monotosylates is reported.

Hypocholesterolemic agents

This invention relates to certain steroidal glycosides useful as hypocholesterolemic agents and antiatherosclerosis agents and certain protected intermediates useful in the preparation of said steroidal glycosides.

Aminoalcohols II: Preparation of Enantiomerically Pure Pharmacologically Active β-Aminoalcohols

A synthesis of β-aminoalcohols is described starting from racemic or enantiomerically pure α-hydroxynitriles which were O-protected using enantiomerically pure acetal type protective groups.Reduction with lithium aluminium hydride yielded O-protected β-aminoalcohols.Whenever diastereomeric O-protected cyanohydrins could not be separated, the mixture was reduced and the resulting O-protected aminoalcohols were separated.Removal of the protective group using hydrogen chloride and methanol yielded enantiomerically pure β-aminoalcohols or their corresponding hydrochlorides. - Keywords: 1,2-Amino-alcohols, enantiomerically pure; Lithium aluminium hydride reduction

2-(2-Thienyl)morpholines with CNS activity

The synthesis and pharmacological investigation of 2-(2-thienyl)morpholine and some of its derivatives substituted on the nitrogen are described. The non-substituted compound showed interesting antidepressive properties with a pharmacological profile similar to that of imipramine.