109200-85-3

Basic information

• Product Name: (S)-((S)-1-Phenyl-ethylamino)-((3aR,5R,5aS,8aS,8bR)-2,2,7,7-tetramethyl-tetrahydro-bis[1,3]dioxolo[4,5-b;4',5'-d]pyran-5-yl)-acetonitrile
• CAS NO: 109200-85-3
• Molecular Weight: 388.464
• Mol File: 109200-85-3.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: (S)-((S)-1-Phenyl-ethylamino)-((3aR,5R,5aS,8aS,8bR)-2,2,7,7-tetramethyl-tetrahydro-bis[1,3]dioxolo[4,5-b;4',5'-d]pyran-5-yl)-acetonitrile(CAS DataBase Reference)
• NIST Chemistry Reference: (S)-((S)-1-Phenyl-ethylamino)-((3aR,5R,5aS,8aS,8bR)-2,2,7,7-tetramethyl-tetrahydro-bis[1,3]dioxolo[4,5-b;4',5'-d]pyran-5-yl)-acetonitrile(109200-85-3)
• EPA Substance Registry System: (S)-((S)-1-Phenyl-ethylamino)-((3aR,5R,5aS,8aS,8bR)-2,2,7,7-tetramethyl-tetrahydro-bis[1,3]dioxolo[4,5-b;4',5'-d]pyran-5-yl)-acetonitrile(109200-85-3)

Safety Data

• Hazardous Substances Data: 109200-85-3(Hazardous Substances Data)

Upstream product

• 4933-77-1 (3aR,5S,5aR,8aS,8bR)-2,2,7,7-Tetramethyl-tetrahydro-bis[1,3]dioxolo[4,5-b;4',5'-d]pyran-5-carbaldehyde 
• 2627-86-3 (S)-1-phenyl-ethylamine 
• 143-33-9 sodium cyanide 

Relevant articles and documents

STEREOCHEMICAL STUDIES OF THE SYNTHESIS OF α-AMINONITRILES RELATED TO LINCOSAMINE

The syntheses of 6-amino-6-deoxyheptopyranurononitriles related to lincosamine by cyano-amination of 1,2:3,4-di-O-isopropylidene-α-D-galacto-hexodialdo-1,5-pyranose (2) is reported.The procedure described allowed direct cyano-amination in good yield under mild conditions.The high diastereofacial selectivity of the reaction is discussed.Indirect cyano-amination by activation of the corresponding cyanohydrins followed by displacement with an amine was also studied.Epimerization occured at C-6 and the resulting aminonitriles were formed under thermodynamic control.From these chain extensions, precursors of lincosamine and analogues were obtained.