73952-83-7

Usage

Type

Synthetic chemical compound

Derivative of

D-glucitol

Structural modification

Chlorine atom replacing a hydrogen atom on the second carbon

Organic chemistry

Starting material for the synthesis of complex molecules

Pharmaceutical industry

Intermediate in the production of various drugs

Structure

Valuable tool in the synthesis of biologically active compounds

Reactivity

Facilitates the creation of new compounds and drugs

Applications

a. Synthesis of complex organic molecules
b. Production of pharmaceuticals and biologically active compounds

Upstream product

• 641-74-7 1,4:3,6-dianhydro-D-mannitol 
• 73938-80-4 2⁽⁵⁾-O-acetyl-5⁽²⁾-chloro-5⁽²⁾-deoxy-1,4:3,6-dianhydro-D-glucitol 
• 73952-88-2 (3R,6R)-6-hydroxyhexahydrofuro[3,2 b]furan-3-yl acetate 
• 1007402-72-3 (3R,3aR,6S,6aS)-6-chlorohexahydrofuro[3,2-b]furan-3-yl pivalate 
• 73952-87-1 2-O-acetyl-1,4:3,6-dianhydro-5-O-(methylsulfonyl)-D-mannitol 

Relevant academic research and scientific papers

Approach to a better understanding and modeling of (S)-dihydrofuran-2-yl, (S)-tetrahydrofuran-2-yl-, and furan-2-yl-β-dialkylaminoethanol ligands for enantioselective alkylation

This paper outlines our efforts to study the influence of an oxygen atom adjacent to the stereogenic center of β-aminoalcohol derivatives used as ligands for catalysts in the asymmetric alkylation of aldehydes. Thirty-four enantiomerically pure (S)-dihydrofuran-2-yl, (S)-tetrahydrofuran-2-yl-, and furan-2-yl-β-dialkylamino alcohols have been prepared from 1,4:3,6-dianhydromannitol, 1,4:3,6-dianhydrosorbitol, and aminoacids, and then have been evaluated as ligands for the enantioselective addition of diethylzinc to benzaldehyde. Attention has been focused on the structural features governing the extent of chiral induction, the reaction rate, and the chemical yield of 1-phenyl-1-propanol which has been promoted by this wide collection of β-dialkylamino alcohols.