13046-76-9

Basic information

• Product Name: 5-deoxy-D-ribitol
• Synonyms: 5-deoxy-D-ribitol
• CAS NO: 13046-76-9
• Molecular Formula: C₅H₁₂O₄
• Molecular Weight: 0
• Mol File: 13046-76-9.mol

Chemical Properties

• Boiling Point: 368.1°C at 760 mmHg
• Flash Point: 193°C
• Appearance: /
• Density: 1.331g/cm³
• Vapor Pressure: 6.46E-07mmHg at 25°C
• Refractive Index: 1.523
• CAS DataBase Reference: 5-deoxy-D-ribitol(CAS DataBase Reference)
• NIST Chemistry Reference: 5-deoxy-D-ribitol(13046-76-9)
• EPA Substance Registry System: 5-deoxy-D-ribitol(13046-76-9)

Safety Data

• Hazardous Substances Data: 13046-76-9(Hazardous Substances Data)

Usage

InChI:InChI=1/C5H12O4/c1-3(7)5(9)4(8)2-6/h3-9H,2H2,1H3/t3-,4+,5-/m0/s1

Upstream product

• 1576-86-9 2-pentenal 
• 5803-57-6 5-deoxy-DL-ribonic acid-4-lactone 
• 7664-93-9 sulfuric acid 
• 5803-57-6 capilliplactone 
• 66065-05-2 O³,O⁵-(R)-benzylidene-D-1-deoxy-ribitol 
• 20789-85-9 2-deoxy-D-arabino-hexose 
• 97416-43-8 (2R,3S,4S)-2,4-Bis-benzyloxy-pentane-1,3-diol 
• 97416-45-0 (S)-2,4-Bis-benzyloxy-3-hydroxy-pentanoic acid methyl ester 
• 97416-42-7 (4S,5R)-5-Benzyloxy-4-((S)-1-benzyloxy-ethyl)-2,2-dimethyl-[1,3]dioxane 
• 97416-43-8 2,4-bis(benzyloxy)-1,3-pentanediol 

Downstream Products

• 50-00-0 formaldehyd 
• 64-18-6 formic acid 
• 75-07-0 acetaldehyde 
• 7226-55-3 Tetraacetyl-5-desoxy-DL-lyxit 
• 7226-55-3 Tetraacetyl-5-desoxy-DL-ribit 

Relevant articles and documents

Catalytic Enantioselective α,β,γ-Trioxygenation

Applying a catalytic enantioselective aldehyde α-oxygenation condition to an enal substrate led to the discovery of the first α,β,γ-trifunctionalization cascade of enals. Under optimal conditions, a tryptophan-derived imidazolidinone catalyst in fluorinated aromatic solvents provided α,β,γ-trioxyaldehydes in up to 51% isolated yield (average of 80% yield per oxygenation step) and 85:15 er. Substitution at the δ position was tolerated, but not at the α, β, or γ positions. The reaction proceeded through initial TEMPO incorporation at the γ position, and rapid racemization of this intermediate, reversible conjugate addition of water, followed by TEMPO incorporation at the α position to set all three stereocenters with double dynamic kinetic resolution.

Decarbonylation of Unprotected Aldose Sugars by Chlorotris(triphenylphosphine)rhodium(I). A New Descent of Series Approach to Alditols, Deoxyalditols, and Glycosylalditols

Unprotected Cn aldose sugars are cleanly decarbonylated by 1 equiv of chlorotris(triphenylphosphine)rhodium(I) in 1-24 h at 130 deg C in N-methyl-2-pyrrolidinone solution to give the corresponding Cn-1 alditol in about 75-95percent yields.This technique represents a useful variation on traditional carbohydrate "descent of series" reactions.The procedure is quite general and also works on a number of aldose derivatives, such as deoxy sugars, N-acetylated amino sugars, and disaccharides, providing convenient small-scale syntheses of deoxyalditols, (acetylamino)deoxyalditols, and glycosylalditols, respectively.The reactions proceed with complete retention of stereochemistry, the only side products observed being a few percent of the Cn lactones and the Cn-2 alditol.Attempts to make the reactions catalytic have not yet been very successful.

Acyclic Stereoselection. 32. Synthesis and Characterization of the Diastereomeric (4S)-Pentane-1,2,3,4-tetrols.

The stereochemistry of the reaction of the lithium enolate of ester 1 and ketene acetal 3 with aldehyde 2 jas been investigated.The diastereomeric (4S)-pentane-1,2,3,4-tetrols and their corresponding tetraacetate esters have been prepared and characterize