50705-28-7

Basic information

• Product Name: .beta.-D-threo-Hex-3-enopyranose, 1,6-anhydro-3,4-dideoxy-
• Synonyms: .beta.-D-threo-Hex-3-enopyranose, 1,6-anhydro-3,4-dideoxy-;1,6-anhydro-3,4-dideoxy-β-D-threo-hex-3-enopyranos
• CAS NO: 50705-28-7
• Molecular Formula: C₆H₈O₃
• Molecular Weight: 128.13
• Mol File: 50705-28-7.mol
• Article Data: 24

Chemical Properties

• Appearance: /
• CAS DataBase Reference: .beta.-D-threo-Hex-3-enopyranose, 1,6-anhydro-3,4-dideoxy-(CAS DataBase Reference)
• NIST Chemistry Reference: .beta.-D-threo-Hex-3-enopyranose, 1,6-anhydro-3,4-dideoxy-(50705-28-7)
• EPA Substance Registry System: .beta.-D-threo-Hex-3-enopyranose, 1,6-anhydro-3,4-dideoxy-(50705-28-7)

Safety Data

• Hazardous Substances Data: 50705-28-7(Hazardous Substances Data)

Usage

Description

.beta.-D-threo-Hex-3-enopyranose, 1,6-anhydro-3,4-dideoxyis a complex chemical compound derived from glucose, featuring a pyranose ring with a double bond at the third carbon and a 1,6-anhydro-3,4-dideoxy group. This modification of the sugar ring structure endows the compound with unique properties, making it a promising candidate for various applications across different industries.

Uses

Used in Pharmaceutical Industry:
.beta.-D-threo-Hex-3-enopyranose, 1,6-anhydro-3,4-dideoxyis used as a key intermediate in the synthesis of various pharmaceutical compounds due to its unique molecular structure and properties. .beta.-D-threo-Hex-3-enopyranose, 1,6-anhydro-3,4-dideoxy-'s ability to form novel chemical entities makes it valuable in the development of new drugs and therapies.
Used in Food Additive Industry:
In the food additive industry, .beta.-D-threo-Hex-3-enopyranose, 1,6-anhydro-3,4-dideoxyis used as a building block for the creation of new additives with enhanced properties. Its unique structure allows for the development of additives with improved taste, texture, or stability, contributing to the overall quality and appeal of food products.
Used in Organic Synthesis:
.beta.-D-threo-Hex-3-enopyranose, 1,6-anhydro-3,4-dideoxyis utilized as a versatile building block in organic synthesis, enabling the creation of a wide range of novel organic compounds. Its unique structure and properties make it an attractive starting material for the synthesis of various complex molecules, including potential pharmaceuticals, agrochemicals, and specialty chemicals.
Further Research:
Despite its potential applications, further research is necessary to fully understand the characteristics and potential uses of .beta.-D-threo-Hex-3-enopyranose, 1,6-anhydro-3,4-dideoxy-. This includes exploring its stability, reactivity, and compatibility with other compounds, as well as evaluating its safety and efficacy in various applications. As our understanding of this compound grows, so too will its potential to contribute to advancements in various industries.

Upstream product

• 37112-31-5 levoglucosenone 
• 78910-42-6 1,6-anhydro-3-bromo-3,4-dideoxy-β-D-glycero-hex-3-enopyranosemp 
• 78923-14-5 1,6-anhydro-2,3,4,-tribromo-3,4-dideoxy-β-D-manno(gluco)-pyranose 
• 58394-32-4 1,6-anhydro-2,3-dideoxy-β-threo-hex-2-enopyranose 
• 108-05-4 vinyl acetate 
• 50705-29-8 2-O-acetyl-1,6-anhydro-3,4-dideoxy-β-D-threo-hex-3-enopyranose 
• 66762-52-5 1,6-anhydro-3,4-dideoxy-2-O-(p-toluenesulfonyl)-β-D-threo-hex-3-enopyranose 
• 98-59-9 p-toluenesulfonyl chloride 

Downstream Products

• 64429-80-7 1,6-anhydro-3,4-dideoxy-2-O-(3,5-dinitrobenzoyl)-β-D-erythro-hex-3-enopyranose 
• 138963-03-8 1,6-anhydro-2-O-(3,5-dichlorobenzoyl)-3,4-dideoxy-β-D-erythro-hex-3-enopyranose 
• 24707-42-4 4-deoxy-D-mannopyranoside 
• 138963-06-1 1,6-anhydro-3,4-dideoxy-2-O-(4-methoxybenzoyl)-β-D-erythro-hex-3-enopyranose 
• 138963-05-0 1,6-anhydro-3,4-dideoxy-2-O-(3,5-dimethoxybenzoyl)-β-D-erythro-hex-3-enopyranose 
• 67307-86-2 2-O-(benzoyl)-1,6-anhydro-3,4-dideoxy-β-D-erythro-hex-3-enopyranose 
• 138963-04-9 1,6-anhydro-2-O-(4-chlorobenzoyl)-3,4-dideoxy-β-D-erythro-hex-3-enopyranose 
• 138963-02-7 1,6-anhydro-3,4-dideoxy-2-O-(4-nitrobenzoyl)-β-D-erythro-hex-3-enopyranose 
• 163356-91-0 1,6-anhydro-2-O-(tert-butyldiphenylsilyl)-3,4-dideoxy-β-D-threo-hex-3-enopyranose 
• 71021-14-2 1,6-anhydro-2-O-(3,5-dinitrobenzoyl)-3,4-dideoxy-β-D-threo-hex-3-enopyranose 
• 454475-37-7 (1S,4R,5R)-4-(2-Nitro-phenylselanyl)-6,8-dioxa-bicyclo[3.2.1]oct-2-ene 
• 58394-31-3 1,6-anhydro-2,3-dideoxy-β-D-erythro-hex-2-enopyranose 
• 33647-85-7 isolevoglucosenone 
• 50-69-1 D-ribose 

Relevant articles and documents

Synthesis of a 3-Thiomannoside

An efficient and straightforward synthesis of a novel 3-thiomannoside derivative (1,2,4,6-tetra-O-acetyl-3-S-acetyl-3-thio-β-d-mannopyranoside) was developed starting from levoglucosenone. A xanthate-thiocarbonate exchange under acidic conditions was the key step for the new C-S bond. The product was obtained enantiospecifically in very good overall yield.

Synthesis of 2-amino derivatives of levoglucosenone

2-Amino derivatives of levoglucosenone were prepared by reaction of the 2-methanesulfonyl (or p-toluenesulfonyl) derivatives with ammonia, methylamine, or octylamine under various conditions. The analogous reaction did not occur for saturated derivative 15. The 2-amino-3,4-dihydro derivative was prepared by catalytic hydrogenation of unsaturated amine 9. 2004 Springer Science + Business Media, Inc.

Cellulose-Derived Functional Polyacetal by Cationic Ring-Opening Polymerization of Levoglucosenyl Methyl Ether

The unsaturated bicyclic acetal levoglucosenyl methyl ether was readily obtained from sustainable feedstock (cellulose) and polymerized by cationic ring-opening polymerization to produce a semicrystalline thermoplastic unsaturated polyacetal with relatively high apparent molar mass (up to ca. 36 kg mol?1) and decent dispersity (ca. 1.4). The double bonds along the chain can undergo hydrogenation and thiol–ene reactions as well as crosslinking, thus making this polyacetal potentially interesting as a reactive functional material.

Synthesis of tri-O-acetyl-D-allal from levoglucosenone

Tri-O-acetyl-d-allal has been enantiospecifically synthesized in six steps from levoglucosenone in 55% overall yield. A key step in the synthesis is the anhydro bridge ring-opening with concomitant formation of a 1,3-oxathiolane-2- thione ring.

Diastereoselective sulfa-Michael reactions controlled by a biomass-derived chiral auxiliary

A family of chiral auxiliaries derived from the lignocellulosic biomass pyrolysis product levoglucosenone (LGO) has been screened in the sulfa-Michael reaction. When promoted by inorganic bases with potassium counterions, the auxiliary with geminal benzyl substituents showed diastereoselectivity up to 90:10 for a broad range of α,β-unsaturated esters.