779358-53-1

Basic information

• Product Name: (2S,5R)-5-[N-(9-fluorenylmethoxycarbonyl)-aminomethyl]tetrahydro-2-furanmethanol
• Synonyms: (2S,5R)-5-[N-(9-fluorenylmethoxycarbonyl)-aminomethyl]tetrahydro-2-furanmethanol
• CAS NO: 779358-53-1
• Molecular Weight: 353.418
• Mol File: 779358-53-1.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: (2S,5R)-5-[N-(9-fluorenylmethoxycarbonyl)-aminomethyl]tetrahydro-2-furanmethanol(CAS DataBase Reference)
• NIST Chemistry Reference: (2S,5R)-5-[N-(9-fluorenylmethoxycarbonyl)-aminomethyl]tetrahydro-2-furanmethanol(779358-53-1)
• EPA Substance Registry System: (2S,5R)-5-[N-(9-fluorenylmethoxycarbonyl)-aminomethyl]tetrahydro-2-furanmethanol(779358-53-1)

Safety Data

• Hazardous Substances Data: 779358-53-1(Hazardous Substances Data)

Upstream product

• 32780-06-6 (5S)-5-(hydroxymethyl)-2-oxo-tetrahydrofuran 

Relevant articles and documents

Conformational studies of 3,4-dideoxy furanoid sugar amino acid containing analogs of the receptor binding inhibitor of vasoactive intestinal peptide

Conformational analysis of vasoactive intestinal peptide (VIP) receptor binding inhibitor Leu1-Met2-Tyr3-Pro 4-Thr5-Tyr6-Leu7-Lys8 1 by various NMR techniques and constrained molecular dynamics (MD) simulation studies revealed that the molecule had a turn structure involving its Tyr 3-Pro4-Thr5-Tyr6 moiety with intramolecular hydrogen bond between Tyr6NH→Tyr3CO. In order to mimic the structure of 1, peptidomimetic analogs 2-4 were synthesized using conformationally constrained scaffolds of 3,4-dideoxy furanoid sugar amino acids (2S,5R)-ddSaa1 5 and its enantiomer (2R,5S)-ddSaa2 6. All these analogs displayed well defined three-dimensional structures akin to that found in 1. Peptides 2 and 3, which differed only in the sugar amino acid stereochemistry, show propensity of structures with identical intramolecular hydrogen bonds between ThrNH→MetCO. A similar structure with a hydrogen bond between TyrNH→MetCO was observed in 4. Graphical Abstract.