D-xylo-2-hexulosonic acid

Base Information

• Chemical Name: D-xylo-2-hexulosonic acid
• CAS No.: 21675-47-8
• Molecular Formula: C₆H₁₀O₇
• Molecular Weight: 194.141
• Mol file: 21675-47-8.mol

Synonyms:D-xylo-2-hexulosonic acid

Chemical Property of D-xylo-2-hexulosonic acid

Chemical Property:

• Melting Point: 171 °C
• Boiling Point: 550.6±50.0 °C(Predicted)
• PKA: 2.10±0.54(Predicted)
• Density: 1.757±0.06 g/cm3(Predicted)
• Storage Temp.: Room Temperature
• Solubility.: DMSO, Methanol, Water

Purity/Quality:

99% ^*data from raw suppliers

2-Keto-D-gulonic Acid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: 2-Keto-D-gulonic Acid is a precursor of vitamin C (A786990), a physiological antioxidant and coenzyme for a number of hydroxylation reactions; required for collagen synthesis.

Technology Process of D-xylo-2-hexulosonic acid

There total 4 articles about D-xylo-2-hexulosonic acid which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield:

D-Glyceraldehyde (453-17-8,367-47-5,26793-98-6) + 3-hydroxy-2-oxopropionic acid (1113-60-6) → fructonic acid (669-90-9,16533-48-5,29123-55-5,20248-27-5) + D-lyxo-2-hexulosonic acid (16722-49-9,16533-48-5,29123-55-5,20248-27-5) + D-xylo-2-hexulosonic acid (21675-47-8,16533-48-5,29123-55-5,20248-27-5) + C6H10O7 + C6H10O7

Guidance literature:

With recombinant aldolase A₀A₀₈₁HJP₉ from Pseudomonas aeruginosa; manganese(ll) chloride; In aq. buffer; for 20h; pH=8; Reagent/catalyst; stereoselective reaction; Catalytic behavior; Green chemistry; Enzymatic reaction;

DOI:10.1039/c6gc02652d

Reference yield:

L-sorbose (87-79-6,18875-34-8) → 2-keto-L-gulonic acid (526-98-7,16533-48-5,29123-55-5,20248-27-5) + D-xylo-2-hexulosonic acid (21675-47-8,16533-48-5,29123-55-5,20248-27-5)

Guidance literature:

With oxygen; sodium hydroxide; In water; at 50 ℃; for 8h; under 1500.15 Torr; pH=7.5; Reagent/catalyst; Inert atmosphere;

DOI:10.1002/cssc.201501202

Reference yield:

→ D-xylo-2-hexulosonic acid (21675-47-8,16533-48-5,29123-55-5,20248-27-5)

Guidance literature:

With sulfuric acid; acetone; Erwaermen des Reaktionsprodukts mit wss. Kalilauge und Kaliumpermanganat; Erwaermen des nach dem Ansaeuern erhaltenen Reaktionsprodukts mit Wasser_.;

DOI:10.1002/hlca.19380210166

upstream raw materials:

L-sorbose

D-Glyceraldehyde

3-hydroxy-2-oxopropionic acid

Downstream raw materials:

D-xylonic acid

ascorbic acid

D-ascorbic acid

D-xylo-[2]hexulosonic acid methyl ester

Refernces

• 1、 Chan-Thaw, Carine E.,Chinchilla, Lidia E.,Campisi, Sebastian,Botton, Gianluigi A.,Prati, Laura,Dimitratos, Nikolaos,Villa, Alberto. "AuPt Alloy on TiO2: A Selective and Durable Catalyst for l-Sorbose Oxidation to 2-Keto-Gulonic Acid". . p. 4189 - 4194. Retrieved 2015/12/30.