(2S,3S,4R)-2,3,4,5-tetrahydroxypentanal

Base Information

• Chemical Name: (2S,3S,4R)-2,3,4,5-tetrahydroxypentanal
• CAS No.: 1114-34-7
• Deprecated CAS: 80952-57-4
• Molecular Formula: C5H10O5
• Molecular Weight: 150.131
• Hs Code.: 29400090
• European Community (EC) Number: 214-212-8
• UNII: M795K6HJOL
• DSSTox Substance ID: DTXSID601018943
• Nikkaji Number: J82.119E
• Wikidata: Q56219426
• Metabolomics Workbench ID: 50647
• Mol file: 1114-34-7.mol

Synonyms:lyxose;lyxose, (D)-isomer;lyxose, (L)-isomer

Chemical Property of (2S,3S,4R)-2,3,4,5-tetrahydroxypentanal

Chemical Property:

• Appearance/Colour: White crystalline powder
• Vapor Pressure: 9.92E-06mmHg at 25°C
• Melting Point: 108-112oC(lit.)
• Refractive Index: 1.646
• Boiling Point: 415.5 °C at 760 mmHg
• PKA: 12.46±0.20(Predicted)
• Flash Point: 219.2 °C
• PSA: 97.99000
• Density: 1.508 g/cm³
• LogP: -2.73970
• Storage Temp.: Refrigerator
• Sensitive.: Hygroscopic
• Solubility.: H2O: 50 mg/mL, clear, colorless
• XLogP3: -2.3
• Hydrogen Bond Donor Count: 4
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 4
• Exact Mass: 150.05282342
• Heavy Atom Count: 10
• Complexity: 104

Purity/Quality:

98%, ^*data from raw suppliers

D-Lyxose ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 24/25-36/37/39-26

MSDS Files:

SDS file from LookChem

Useful:

• Chemical Classes: Biological Agents -> Monosaccharides and Derivatives
• Canonical SMILES: C(C(C(C(C=O)O)O)O)O
• Isomeric SMILES: C([C@H]([C@@H]([C@@H](C=O)O)O)O)O
• Uses: D-LYXOSE is a useful carbohydrate synthon. D-Lyxose is a C’-2 epimer of D-Xylose (X750750). It is a monosaccharide and a reducing carbohydrate present in maple syrup. It is used in molecular modeling calculations in the study of drug binding and recognition in relation to aldose reductase.

Technology Process of (2S,3S,4R)-2,3,4,5-tetrahydroxypentanal

There total 89 articles about (2S,3S,4R)-2,3,4,5-tetrahydroxypentanal 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: 61.0%

4-O-methyl-d-glucurono-xylan → D-xylose (58-86-6) + D-lyxose (1114-34-7)

Guidance literature:

With hydrogenchloride; sodium molybdate dihydrate; In water; for 0.05h; Sealed tube; Microwave irradiation;

DOI:10.1016/j.carbpol.2013.07.066

Reference yield: 60.0%

xylan → D-xylose (58-86-6) + D-lyxose (1114-34-7)

Guidance literature:

With hydrogenchloride; sodium molybdate dihydrate; In water; for 0.05h; Sealed tube; Microwave irradiation;

DOI:10.1016/j.carbpol.2013.07.066

Reference yield:

Glycolaldehyde (141-46-8) + Glyceraldehyde (56-82-6,367-47-5,26793-98-6) → DL-dendroketose (470-14-4) + arabinose (20235-19-2) + (+/-)-xylose (41247-05-6) + rac-Ribose (50-69-1,58-86-6,65-42-9,147-81-9,609-06-3,1114-34-7,1949-78-6,5328-37-0,10323-20-3,20235-19-2,24259-59-4,25990-60-7,34466-20-1,41247-05-6,53106-52-8,55058-43-0,80952-57-4) + rac-lyxose (50-69-1,58-86-6,65-42-9,147-81-9,609-06-3,1114-34-7,1949-78-6,5328-37-0,10323-20-3,20235-19-2,24259-59-4,25990-60-7,34466-20-1,41247-05-6,53106-52-8,55058-43-0,80952-57-4) + Dendroaldose (4072-92-8,4096-61-1,4211-40-9,4573-78-8,5612-45-3,6747-98-4,90409-92-0)

Guidance literature:

With calcium hydroxide; at 23 ℃; Mechanism; Kinetics;

upstream raw materials:

formaldehyd

arabinose-(benzyl-phenyl-hydrazone)

D-Galactose

D-galactonamide

Downstream raw materials:

methyl-xylofuranoside

rac-lyxose

D-Arabitol

methyl-β-D-lyxopyranoside

Refernces

• 1、 Vuorinen,Serianni. "Synthesis of D-erythro-2-pentulose and D-threo-2-pentulose and analysis of the 13C- and 1H-n.m.r. spectra of the 1-13C- and 2-13C-substituted sugars.". . p. 13 - 31. Retrieved 1991.
• 2、 Lari, Giacomo M.,Gr?ninger, Olivier G.,Li, Qiang,Mondelli, Cecilia,López, Núria,Pérez-Ramírez, Javier. "Catalyst and Process Design for the Continuous Manufacture of Rare Sugar Alcohols by Epimerization–Hydrogenation of Aldoses". . p. 3407 - 3418. Retrieved 2016.
• 3、 Jones,Nicholson. "-". . p. 3050. Retrieved 1955.
• 4、 Haworth,Hirst. "-". . p. 1221,1230. Retrieved 1928.
• 5、 Wolfrom,Anno. "-". . p. 5583. Retrieved 1952.
• 6、 Van Overtveldt, Stevie,Gevaert, Ophelia,Cherlet, Martijn,Beerens, Koen,Desmet, Tom. "Converting galactose into the rare sugar talose with cellobiose 2-epimerase as biocatalyst". . . Retrieved 2018.
• 7、 Delidovich, Irina,Gyngazova, Maria S.,Sánchez-Bastardo, Nuria,Wohland, Julia P.,Hoppe, Corinna,Drabo, Peter. "Production of keto-pentoses: Via isomerization of aldo-pentoses catalyzed by phosphates and recovery of products by anionic extraction". . p. 724 - 734. Retrieved 2018/02/14.