49560-29-4

Basic information

• Product Name: (2S,3S)-1,2,3,4-Butanetetrol tetraacetate
• Synonyms: (2S,3S)-1,2,3,4-Butanetetrol tetraacetate
• CAS NO: 49560-29-4
• Molecular Formula: C₁₂H₁₈O₈
• Molecular Weight: 0
• Mol File: 49560-29-4.mol
• Article Data: 5

Chemical Properties

• Appearance: /
• CAS DataBase Reference: (2S,3S)-1,2,3,4-Butanetetrol tetraacetate(CAS DataBase Reference)
• NIST Chemistry Reference: (2S,3S)-1,2,3,4-Butanetetrol tetraacetate(49560-29-4)
• EPA Substance Registry System: (2S,3S)-1,2,3,4-Butanetetrol tetraacetate(49560-29-4)

Safety Data

• Hazardous Substances Data: 49560-29-4(Hazardous Substances Data)

Upstream product

• 64-19-7 acetic acid 
• 141-46-8 Glycolaldehyde 
• 2319-57-5 1,2,3,4-butanetetrol 
• 108-24-7 acetic anhydride 
• 2418-52-2 D-threitol 
• 909878-64-4 meso-erythritol 
• 100-39-0 benzyl bromide 
• 96-26-4 dihydroxyacetone 
• 56-82-6 Glyceraldehyde 
• 6968-16-7 rac-threitol 

Relevant articles and documents

Asymmetric organocatalytic formation of protected and unprotected tetroses under potentially prebiotic conditions

Esters of proteinogenic amino acids efficiently catalyse the formation of erythrose and threose under potentially prebiotic conditions in the highest yields and enantioselectivities yet reported. Remarkably while esters of (l)-proline yield (l)-tetroses, esters of (l)-leucine, (l)-alanine and (l)-valine generate (d)-tetroses, offering the potential to account for the link between natural (l)-amino acids and natural (d)-sugars. The effect of pH and NaCl on the yields and enantioselectivities was also investigated and was shown to be significant, with the optimal enantioselectivities occurring at pH 7.

Prebiotic carbohydrate synthesis: Zinc-proline catalyzes direct aqueous aldol reactions of α-hydroxy aldehydes and ketones

Zn-proline catalyzed aldolisation of glycoladehyde gave mainly tetroses whereas in the cross-aldolisation of glycoladehyde and rac-glyceraldehyde, pentoses accounted for 60% of the sugars formed with 20% of ribose. The Royal Society of Chemistry 2005.

EQUILIBRATION OF ALDITOL ANHYDRIDES IN ACETIC ACID

Dehydration of pentitols in acetic acid containing an acidic catalyst parallels that in aqueous sulfuric acid; 1,4(2,5)-dehydration occurs with inversion of configuration at C-2 or C-4.Acetylated alditols undergo similar processes via intermediates having free hydroxyl groups.Configurational inversion of 1,4- or 1,5-anhydroalditols is attributed to intermediate acyloxonium ions that are also proposed as intermediates in the structural isomerisation.Drastic treatment of each alditol gives equilibrium mixtures.The equilibrium concentrations are used to calculate free-energy differences.