3868-04-0

Basic information

• Product Name: 1,5:3,4-Dianhydro-D-altropyranose
• Synonyms: 1,5:3,4-Dianhydro-D-altropyranose;1,6:3,4-Dianhydro-beta-D-altropyranose min. 98%;1,6:3,4-Dianhydro-2-D-altropyranose
• CAS NO: 3868-04-0
• Molecular Formula: C₆H₈O₄
• Molecular Weight: 144.125
• Product Categories: Carbohydrates & Derivatives
• Mol File: 3868-04-0.mol
• Article Data: 8

Chemical Properties

• Melting Point: 162-164°C
• Appearance: /
• Storage Temp.: -20°C Freezer
• Solubility: Chloroform, Ethyl Acetate, Methanol
• CAS DataBase Reference: 1,5:3,4-Dianhydro-D-altropyranose(CAS DataBase Reference)
• NIST Chemistry Reference: 1,5:3,4-Dianhydro-D-altropyranose(3868-04-0)
• EPA Substance Registry System: 1,5:3,4-Dianhydro-D-altropyranose(3868-04-0)

Safety Data

• Hazardous Substances Data: 3868-04-0(Hazardous Substances Data)

Usage

Uses

1. Used in Organic Synthesis:
1,5:3,4-Dianhydro-D-altropyranose is used as an intermediate in the synthesis of various organic compounds. Its unique structure allows for the creation of a wide range of molecules with potential applications in different industries.
2. Used in Pharmaceutical Industry:
1,5:3,4-Dianhydro-D-altropyranose can be used as a building block for the development of new pharmaceutical compounds. Its ability to form various derivatives makes it a valuable asset in the design and synthesis of novel drugs with potential therapeutic properties.
3. Used in Chemical Research:
As a compound with unique chemical properties, 1,5:3,4-Dianhydro-D-altropyranose can be utilized in chemical research to study the effects of structural modifications on the properties and reactivity of organic molecules. This can lead to a better understanding of the underlying principles governing chemical reactions and the development of new synthetic strategies.
4. Used in Material Science:
The unique structural features of 1,5:3,4-Dianhydro-D-altropyranose may also find applications in the field of material science. It could be used to develop new materials with specific properties, such as improved mechanical strength, thermal stability, or chemical resistance, depending on the desired application.

Upstream product

• 67-56-1 methanol 
• 124-41-4 sodium methylate 
• 23583-43-9 O³-(toluene-4-sulfonyl)-1,6-anhydro-β-D-altropyranose 
• 84207-46-5 3,4-di-O-acetyl-1,6-anhydro-2-O-p-toluenesulfonyl-β-D-glucopyranose 
• 139437-39-1 1,6-anhydro-2-deoxy-2-iodo-β-D-glucopyranose 
• 103042-48-4 3,4-di-O-acetyl-2,6-di-O-tosyl-α/β-D-glucopyranose 
• 6167-32-4 1,6:3,4-dianhydro-2-O-tosyl-D-galactose 
• 3868-05-1 1,6-anhydro-2-O-(4-toluenesulfonyl)-β-D-glucopyranose 
• 1195607-39-6 O²-Benzoyl-1,6-anhydro-β-D-altropyranose 
• 949524-10-1 1,6-anhydro-3-deoxy-3-iodo-β-D-mannopyranose 
• 3868-03-9 1,6:2,3-dianhydro-β-D-mannopyranose 
• 50705-29-8 2-O-acetyl-1,6-anhydro-3,4-dideoxy-β-D-threo-hex-3-enopyranose 
• 71856-30-9 dianhydroaltrose 
• 37112-31-5 levoglucosenone 

Downstream Products

• 122291-80-9 3-amino-1,6-anhydro-β-D-mannopyranose 2-O,3-N-trichloroacetimidate 
• 213594-43-5 1,6:3,4-dianhydro-2-O-benzyl-β-D-altropyranose 
• 14168-65-1 mannosan 
• 90301-25-0 1,6:3,4-dianhydro-2-O-p-toluenesulfonyl-β-D-altropyranose 
• 872050-03-8 1,6-anhydro-4-deoxy-4-methyl-2-O-p-tolylsulfonyl-β-D-idopyranose 
• 872050-01-6 1,6-anhydro-4-deoxy-4-methyl-2-O-p-tolylsulfonyl-β-D-lyxopyranos-3-ulose 
• 58394-31-3 1,6-anhydro-2,3-dideoxy-β-D-erythro-hex-2-enopyranose 
• 194997-08-5 3-(N-acetyl-N-allylamino)-1,6-anhydro-2-O-benzyl-3-keto-β-D-lyxo-hexopyranose 
• 552849-01-1 3-N-allylamino-1,6-anhydro-2-O-benzyl-3-deoxy-β-D-mannopyranose 
• 552849-03-3 3-(N-acetyl-N-allylamino)-1,6-anhydro-2-O-benzyl-3-deoxy-β-D-mannopyranose 
• 552849-02-2 4-O-acetyl-3-(N-acetyl-N-allylamino)-1,6-anhydro-2-O-benzyl-3-deoxy-β-D-mannopyranose 
• 466646-22-0 (1R,2S,3S,4S,5R)-4-Benzyloxy-3-vinyl-6,8-dioxa-bicyclo[3.2.1]octan-2-ol 
• 251456-74-3 (1R,2S,3S,4S,5R)-2,4-Bis-benzyloxy-6,8-dioxa-bicyclo[3.2.1]octane-3-carbaldehyde 
• 251456-62-9 1,6-anhydro-2,4-di-O-benzyl-3-deoxy-3-C-vinyl-β-D-mannopyranose 

Relevant articles and documents

A Domino Epoxide Ring-Opening Xanthate Migration Reaction: An Alternative Entry to Thiosugars

A sterereospecific and efficient synthesis of thiosugars derived from levoglucosenone and methyl α-d-glucopyranoside was developed by a domino epoxide ring opening- xanthate migration to afford 1,3-oxathiolane-2-thiones in high yields. The stereochemical outcome of the new C–S bond was defined by the configuration of the starting materials. The 1,3-oxathiolane-2-thiones were subsequently submitted to a second tandem reaction affording the corresponding 2,3-episulfide alcohols. The thiosugars obtained are useful building blocks for the synthesis of thiooligosaccharides with potential biological properties.

Skeletal rearrangements resulting from reactions of 1,6:2,3- and 1,6:3,4-dianhydro-β-d-hexopyranoses with diethylaminosulphur trifluoride

A complete series of eight 1,6:2,3- and 1,6:3,4-dianhydro-β-d- hexopyranoses were subjected to fluorination with DAST. The 1,6:3,4- dianhydropyranoses yielded solely products of skeletal rearrangement resulting from migration of the tetrahydropyran oxygen

New chiral building blocks and branched 1,6-anhydro sugars from regio- and stereoisomeric Cerny epoxides

The tandem epoxide→allyl alcohol rearrangement-cuprate cross-coupling previously described for the Cerny epoxide 1, to yield the allyl alcohol 2, was extended to the regioisomeric epoxy-tosylate 3, to yield allyl alcohol 4, and to the stereoisomeric epoxi