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

Chemical Properties

White Solid

Uses

1,6:3,4-Dianhydro-β-D-altropyranose (cas# 3868-04-0) is a compound useful in organic synthesis.

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 
• 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 
• 289505-45-9 1,6-Anhydro-3-azido-2-O-benzyl-3-deoxy-β-D-mannopyranose 
• 359772-71-7 1,6-Anhydro-2-O-benzyl-3,4-dideoxy-3,4-epimino-β-D-talopyranose 
• 359772-31-9 1,6-Anhydro-3-azido-2-O-benzyl-3-deoxy-4-O-tosyl-β-D-mannopyranose 
• 88142-87-4 1,6-Anhydro-2,4-di-O-benzoyl-3-deoxy-3-fluoro-β-D-mannopyranose 
• 88159-87-9 3-Deoxy-3-fluoro-D-mannitol 
• 7226-70-2 3-Deoxy-3-fluoro-D-mannose 
• 33647-85-7 isolevoglucosenone 
• 58238-40-7 (1R,2R,4R,6R)-3,7,9-trioxatricyclo[4.2.1.0^2,4]nonan-5-one 

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