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

Base Information

• Chemical Name: (2R,3R,4R)-2,3,4,5-tetrahydroxypentanal
• CAS No.: 34466-20-1
• Deprecated CAS: 58-91-3,6915-40-8,93781-19-2,6915-40-8,93781-19-2
• Molecular Formula: C₅H₁₀O₅
• Molecular Weight: 150.131
• UNII: 681HV46001
• DSSTox Substance ID: DTXSID6043917,DTXSID101019160
• Nikkaji Number: J60.867J
• Wikidata: Q27120759
• Metabolomics Workbench ID: 56757
• Mol file: 34466-20-1.mol

Synonyms:D Ribose;D-Ribose;Ribose

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

Chemical Property:

• Boiling Point: 375.4°Cat760mmHg
• Flash Point: 180.8°C
• PSA: 0.00000
• Density: 1.681g/cm³
• LogP: 0.00000
• 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:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• 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

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

There total 21 articles about (2R,3R,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: 64.0%

Ribo-pentodialdose (19192-62-2,31459-16-2,57031-25-1,58117-04-7) → 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)

Guidance literature:

With sodium tetrahydroborate; water; for 0.5h; Ambient temperature;

DOI:10.1055/s-1999-3177

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;

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:

D-ribose

L-ribose

D-Glyceraldehyde

Glycolaldehyde

Downstream raw materials:

(3S,4R,5R)-2-Bromo-tetrahydro-pyran-3,4,5-triol

(3S,4S)-3-(2-Hydroxy-ethyl)-3,4-dihydro-2H-pyran-4-ol

(3S,4S)-3-[2-(tert-Butyl-diphenyl-silanyloxy)-ethyl]-3,4-dihydro-2H-pyran-4-ol

C₂₅H₄₀O₆