20720-51-8

Basic information

• Synonyms: 5,6-Anhydro-3-deoxy-1,2-O-(1-methylethylidene)-beta-L-lyxo-Hexofuranose;(2S)-2-[(3aR,5S,6aR)-2,2-dimethyl-tetrahydro-2H-furo[2,3-d][1,3]dioxol-5-yl]oxirane
• CAS NO: 20720-51-8
• Molecular Formula: C₉H₁₄O₄
• Molecular Weight: 186.20506
• EINECS: -0
• Mol File: 20720-51-8.mol
• Article Data: 1

Chemical Properties

• Boiling Point: 110-111 °C(Press: 10 Torr)
• Appearance: /
• Density: 1 +-.0.06 g/cm3(Predicted)
• Solubility: Dichloromethane; Ether
• CAS DataBase Reference: N/A(CAS DataBase Reference)
• NIST Chemistry Reference: N/A(20720-51-8)
• EPA Substance Registry System: N/A(20720-51-8)

Safety Data

• Hazardous Substances Data: 20720-51-8(Hazardous Substances Data)

Usage

Description

(3aR,5S,6aR)-2,2-Dimethyl-5-((S)-oxiran-2-yl)tetrahydrofuro[2,3-d][1,3]dioxole is a complex organic compound with a unique molecular structure. It is characterized by its tetrahydrofuro[2,3-d][1,3]dioxole ring system, which contains two methyl groups and an oxiran-2-yl substituent. The stereochemistry of this compound is defined by the (3aR,5S,6aR) configuration, which is crucial for its potential applications.

Uses

Used in Pharmaceutical Industry:
(3aR,5S,6aR)-2,2-Dimethyl-5-((S)-oxiran-2-yl)tetrahydrofuro[2,3-d][1,3]dioxole is used as an intermediate in the synthesis of 6R,7S,8aR-Glucosepane Tri-TFA Salt (G595310), one of the eight diastereomers of glucosepane. Glucosepane is a structurally complex protein posttranslational modification that is believed to exist in all living organisms. Research in humans suggests that glucosepane plays a critical role in the pathophysiology of both diabetes and human aging, making this compound a valuable asset in the development of therapeutic agents targeting these conditions.
Used in Chemical Research:
Due to its unique structure and stereochemistry, (3aR,5S,6aR)-2,2-Dimethyl-5-((S)-oxiran-2-yl)tetrahydrofuro[2,3-d][1,3]dioxole can be employed as a research tool in various chemical studies. It may be utilized to investigate the synthesis of complex organic molecules, explore the properties of novel ring systems, and study the effects of stereochemistry on molecular interactions and reactivity.

Upstream product

• 20720-47-2 6-O-benzoyl-3-deoxy-1,2-O-isopropylidene-5-O-tosyl-α-D-ribo-hexofuranose 
• 457073-50-6 6-O-benzoyl-3-deoxy-1,2-O-isopropylidene-5-O-tosyl-α-D-xylo-hexofuranose 

Downstream Products

• 1609186-66-4 (2R,4S,5S,10R)-5-(benzyloxy)undec-7-yne-1,2,4,10-tetraol 
• 1609186-64-2 (2R,7S)-7-(benzyloxy)-7-((3aR,5S,6aR)-2,2-dimethyl tetrahydrofuro[2,3-d][1,3]dioxol-5-yl)hept-4-yn-2-ol 
• 1609186-60-8 (3aR,5S,6aR)-5-((S)-1-(benzyloxy)but-3-yn-1-yl)-2,2-dimethyl tetrahydrofuro[2,3-d][1,3]dioxole 
• 75646-93-4 methyl 8R-tert-butyldimethylsilyloxy-9R,11R-dihydroxy-9,11-O-isopropylidene-eicosa-5Z,12E,14-trienoate 
• 75646-92-3 methyl 8R-tert-butyldiphenylsilyloxy-9R,11R-dihydroxy-9,11-O-isopropylidene-14-oxo-tetradeca-5Z,12E-dienoate 
• 75685-18-6 methyl 8R-tert-butyldiphenylsilyloxy-9R,11R-dihydroxy-9,11-O-isopropylidene-12,12-di(ethylthio)dodeca-5Z-enoate 
• 74581-59-2 methyl 8R-tert-butyldiphenylsilyloxy-9R,11S-dihydroxy-9,11-O-isopropylidene-12-oxo-dodeca-5Z-enoate 
• 74581-59-2 methyl 8R-tert-butyldiphenylsilyloxy-9R,11R-dihydroxy-9,11-O-isopropylidene-12-oxo-dodeca-5Z-enoate 
• 74595-17-8 (Z)-(8R,9R,11R)-8-(tert-Butyl-diphenyl-silanyloxy)-12,12-bis-ethylsulfanyl-9,11-dihydroxy-dodec-5-enoic acid methyl ester 
• 75685-17-5 (Z)-(R)-8-(tert-Butyl-diphenyl-silanyloxy)-8-((3aR,5R,6aR)-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-5-yl)-oct-5-enoic acid methyl ester 

Relevant articles and documents

Synthesis and conformation of 6-amino-3,6-dideoxyhexono-1,6-lactams

Three isomeric 6-amino-3,6-dideoxyhexono-1,6-lactams of D-ribo (1a), L-lyxo (2a) and L-arabino (3a) configuration were synthesized via the corresponding 6-azido-3,6-dideoxyhexoses starting from 1,2:5,6-di-O-isopropylidene-α-D-glucofuranose. Conformation o