2-Deoxy-D-lyxo-hexonic acid

Base Information

• Chemical Name: 2-Deoxy-D-lyxo-hexonic acid
• CAS No.: 16867-64-4
• Molecular Formula: C₆H₁₂O₆
• Molecular Weight: 180.158
• DSSTox Substance ID: DTXSID20168590
• Wikidata: Q83038204
• Mol file: 16867-64-4.mol

Synonyms:2-deoxy-D-lyxo-hexonic acid

Chemical Property of 2-Deoxy-D-lyxo-hexonic acid

Chemical Property:

• Vapor Pressure: 1.03E-14mmHg at 25°C
• Boiling Point: 556.8°C at 760 mmHg
• Flash Point: 304.6°C
• Density: 1.589g/cm³
• XLogP3: -2.8
• Hydrogen Bond Donor Count: 5
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 5
• Exact Mass: 180.06338810
• Heavy Atom Count: 12
• Complexity: 147

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

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

Technology Process of 2-Deoxy-D-lyxo-hexonic acid

There total 3 articles about 2-Deoxy-D-lyxo-hexonic 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: 70.0%

D-2-deoxyglucose (154-17-6) → formic acid (64-18-6) + D-Arabitol (488-82-4) + 3-deoxy-D-gluconic acid (5729-75-9,6477-49-2,16722-47-7,16867-64-4,26234-81-1,79434-10-9,3442-69-1)

Guidance literature:

With potassium hydroxide; dihydrogen peroxide; magnesium sulfate; In pyridine; at 40 ℃; for 18h; Product distribution; without Mg⁽²⁺⁾, further temperature;

DOI:10.1016/S0008-6215(00)85617-7

Reference yield:

D-2-deoxyglucose (154-17-6) → formic acid (64-18-6) + D-Arabitol (488-82-4) + 3-deoxy-D-gluconic acid (5729-75-9,6477-49-2,16722-47-7,16867-64-4,26234-81-1,79434-10-9,3442-69-1) + 2-deoxy-D-arabino-hexono-1,4-lactone (75754-51-7,75754-52-8,137873-05-3,137873-23-5)

Guidance literature:

With alkaline H₂O₂; Mechanism; Product distribution; with Mg⁽²⁺⁾;

DOI:10.1016/S0008-6215(00)83678-2

Reference yield:

2-deoxy-D-arabino-hexopyranose (61-58-5,13299-15-5,13299-16-6,14215-77-1,14215-78-2,20789-85-9,23568-30-1,25494-04-6,34339-39-4,34339-40-7,34339-46-3,34339-47-4,114717-20-3,114717-21-4,137491-75-9,137491-76-0) → 3-deoxy-D-gluconic acid (5729-75-9,6477-49-2,16722-47-7,16867-64-4,26234-81-1,79434-10-9,3442-69-1) + calcium 2-deoxy-D-gluconate (74516-89-5,79434-11-0,127558-99-0) + 2-Deoxy-~-glucono-l,5-lactone + 2-deoxy-D-arabino-hexono-1,4-lactone (42400-32-8)

Guidance literature:

With pyranose 2-oxidase; catalase; In water; at 22 ℃; for 144h; Yield given. Yields of byproduct given. Title compound not separated from byproducts;

DOI:10.1002/(SICI)1521-3765(19981204)4:12<2442::AID-CHEM2442>3.0.CO;2-A

upstream raw materials:

D-2-deoxyglucose

2-deoxy-D-arabino-hexopyranose

Downstream raw materials:

D-Arabitol

2-deoxy-D-arabino-hexono-1,4-lactone

N-phenyl-2-deoxy-D-gluconohydrazide

Refernces

• 1、 Isbell, Horace S.,Frush, Harriet L.,Naves, Renee,Soontracharoen, Preeda. "DEGRADATION OF 2-DEOXYALDOSES BY ALKALINE HYDROGEN PEROXIDE". . p. 111 - 122. Retrieved 2007/10/02.