(3S,4R)-3,4,5-trihydroxypentanoic Acid

Base Information

• Chemical Name: (3S,4R)-3,4,5-trihydroxypentanoic Acid
• CAS No.: 29625-75-0
• Molecular Formula: C₅H₁₀O₅
• Molecular Weight: 150.131
• Metabolomics Workbench ID: 37220
• Wikidata: Q27159096
• Mol file: 29625-75-0.mol

Synonyms:2-deoxy-D-ribonic acid;(3S,4R)-3,4,5-trihydroxypentanoic Acid;2-Deoxyribonic acid;29625-75-0;2-Deoxyribonate;deoxyribonic acid;SCHEMBL705762;2-deoxy-D-erythro-pentonic acid;CHEBI:86350;LMFA01050477;Q27159096;2-Deoxy-D-ribonic acid lithium salt, >=95.0% (TLC)

Chemical Property of (3S,4R)-3,4,5-trihydroxypentanoic Acid

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.545
• Boiling Point: 488.1°Cat760mmHg
• Flash Point: 263.1°C
• PSA: 97.99000
• Density: 1.516g/cm³
• LogP: -1.82480
• XLogP3: -2.2
• Hydrogen Bond Donor Count: 4
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 4
• Exact Mass: 150.05282342
• Heavy Atom Count: 10
• Complexity: 113

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C(C(C(CO)O)O)C(=O)O
• Isomeric SMILES: C([C@@H]([C@@H](CO)O)O)C(=O)O

Technology Process of (3S,4R)-3,4,5-trihydroxypentanoic Acid

There total 24 articles about (3S,4R)-3,4,5-trihydroxypentanoic 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: 82.0%

2-O-mesyl-L-arabinopyranose → 2-deoxy-L-ribonic acid (106566-66-9,29625-75-0)

Guidance literature:

With lead(II) hydroxide on calcium carbonate; In water; rt, 2 h; 60 deg C, 4 h; 100 deg C, 6 h;

Reference yield: 75.0%

2-O-tosyl-L-arabinopyranose → 2-deoxy-L-ribonic acid (106566-66-9,29625-75-0)

Guidance literature:

With lead(II) hydroxide on calcium carbonate; In water; rt, 2 h; 60 deg C, 4 h; 100 deg C, 6 h;

Reference yield:

(6-trans-p-coumaroyl)-3-O-β-D-glucopyranosyl-(5-acetyl)-2-deoxy-D-ribonic acid → 2-deoxy-D-ribonic acid (7284-15-3,29625-75-0) + D-glucose (50-99-7) + p-Coumaric Acid (7400-08-0,50940-26-6)

Guidance literature:

With hydrogenchloride; water; at 80 ℃; for 4h;

DOI:10.1016/j.foodchem.2014.03.097

upstream raw materials:

(4R,5R)-3-deoxy-2-hexulosonic acid

2-deoxy-L-ribose

2-Deoxy-D-ribose

D-glucose

Downstream raw materials:

D_g-threo-2-deoxy-pentonic acid-(N'-phenyl-hydrazide)

D-erythro-2-deoxy-pentonic acid-(N'-phenyl-hydrazide)

D-2-deoxyribose

Refernces

• 1、 Milella, Luigi,Bader, Ammar,De Tommasi, Nunziatina,Russo, Daniela,Braca, Alessandra. "Antioxidant and free radical-scavenging activity of constituents from two Scorzonera species". . p. 298 - 304. Retrieved 2014.
• 2、 Pfeifer, Yvonne V.,Haase, Paul T.,Kroh, Lothar W.. "Reactivity of thermally treated α-dicarbonyl compounds". . p. 3090 - 3096. Retrieved 2013/08/25.