16647-61-3

Basic information

• Product Name: 1H-Azepine-3,4,5,6-tetrol, hexahydro-, (3S,4R,5R,6S)-
• Synonyms: 1H-Azepine-3,4,5,6-tetrol, hexahydro-, (3S,4R,5R,6S)-
• CAS NO: 16647-61-3
• Molecular Formula: C6H13 N O4
• Molecular Weight: 163.17
• Mol File: 16647-61-3.mol
• Article Data: 11

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 1H-Azepine-3,4,5,6-tetrol, hexahydro-, (3S,4R,5R,6S)-(CAS DataBase Reference)
• NIST Chemistry Reference: 1H-Azepine-3,4,5,6-tetrol, hexahydro-, (3S,4R,5R,6S)-(16647-61-3)
• EPA Substance Registry System: 1H-Azepine-3,4,5,6-tetrol, hexahydro-, (3S,4R,5R,6S)-(16647-61-3)

Safety Data

• Hazardous Substances Data: 16647-61-3(Hazardous Substances Data)

Usage

Molecular structure

Complex, consisting of a hexahydro-azepine core with four hydroxyl groups.

Classification

Hexahydro-azepines.

Functional groups

Four hydroxyl (-OH) groups.

Stereochemistry

(3S,4R,5R,6S) configuration, which specifies the arrangement of the four stereocenters.

Potential applications

Pharmaceutical or organic synthesis due to unique structure and functional groups.

Research interest

Organic chemistry and biochemistry fields.

Upstream product

• 58315-80-3 3,4-di-O-allyl-1,2:5,6-di-O-isopropylidene-D-mannitol 
• 157363-84-3 1,2:5,6-dianhydro-3,4-di-O-benzyl-L-iditol 
• 36199-02-7 3,4-di-O-benzyl-D-mannitol 
• 1707-77-3 1,2:5,6-di-O-isopropylidene-D-mannitol 
• 178909-09-6 3,4-di-O-allyl-1,2:5,6-dianhydro-L-iditol 
• 178909-08-5 3,4-di-O-allyl-1,6-di-O-tert-butyldimethylsilyl-2,5-di-O-methanesulfonyl-D-mannitol 
• 188254-37-7 3,4-di-O-Allyl-1.6-di-O-tert-butyldimethylsilyl-D-mannitol 
• 71240-67-0 3,4-di-O-allyl-D-mannitol 
• 170210-54-5 (3S,4R,5R,6S)-1-N-Benzyl-3,4,5,6-tetrahydroxy-4,5-O-isopropylideneazepane 
• 551960-78-2 6-deoxy-6-N-phenylmethylamino-1,2-O-isopropylidene-3-O-phenylmethyl-β-L-ido-1,4-furanose 
• 37776-17-3 5,6-anhydro-3-O-benzyl-1,2-O-isopropylidene-β-L-idofuranose 
• 19877-13-5 3-O-benzyl-5,6-dideoxy-1,2-O-isopropylidene-α-D-xylo-hex-5-enofuranose 
• 676259-79-3 2,3:4,5-bis-O-[(2R,3R)-2,3-dimethoxybutane-2,3-diyl]-L-ido-hexodialdose 
• 46417-66-7 (3aR,5R,6S,6aR)-5-((S)-2-Amino-1-hydroxy-ethyl)-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-6-ol 

Relevant articles and documents

Synthesis of C2-symmetrical polyhydroxyazepanes as inhibitors of glycosidases

Two C2-symmetrical bis-epoxides were prepared from D-mannitol and were subjected to nucleophilic displacements with allylamine and benzylamine. Initial intermolecular epoxide opening, followed by a preferred intramolecular 7-endo-tetragol cyclization, afforded protected polyhydroxyazepanes as major products. Compound 15 was found to inhibit seven different glycosidases with K(i) in the micromolar range.

Syntheses of tetrahydroxyazepanes from chiro-inositols and their evaluation as glycosidase inhibitors

Two pairs of C2-symmetric tetrahydroxyazepanes [(-), (+)-1 and (-), (+)-2] have been synthesized from the enantiomeric chiro-inositols and evaluated as glycosidase inhibitors. Alternative syntheses of ido-tetrahydroxyazepanes (-)- and (+)-2 fro

Hydroxyazepanes as inhibitors of glycosidase and HIV protease

Hydroxyazepanes display inhibitory activity with respect to glycosidase, with Kivalues from-moderate to low micromolar range. Benzyl and 3,6-dibenzyl derivatives of hydroxyazepanes display inhibitory activity with respect to HIV protease. These compounds are synthesized either by chemoenzymatic or chemical methodologies.