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

Base Information

• Chemical Name: (2R,3R,4R)-2,3,4,5-tetrahydroxypentanal
• CAS No.: 50-69-1
• Deprecated CAS: 58-91-3,6915-40-8,93781-19-2,6915-40-8,93781-19-2
• Molecular Formula: C5H10O5
• Molecular Weight: 150.131
• Hs Code.: 2933.59
• UNII: 681HV46001
• DSSTox Substance ID: DTXSID6043917,DTXSID101019160
• Nikkaji Number: J60.867J
• Wikidata: Q27120759
• Metabolomics Workbench ID: 56757
• Mol file: 50-69-1.mol

Synonyms:D Ribose;D-Ribose;Ribose

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

Chemical Property:

• Appearance/Colour: white powder
• Vapor Pressure: 3.6E-07mmHg at 25°C
• Melting Point: 95 °C
• Refractive Index: -21 ° (C=1, H2O)
• Boiling Point: 375.4 °C at 760 mmHg
• PKA: 12.46±0.20(Predicted)
• Flash Point: 180.8 °C
• PSA: 97.99000
• Density: 1.681 g/cm³
• LogP: -2.73970
• Storage Temp.: 2-8°C
• Sensitive.: Hygroscopic
• Solubility.: H2O: 0.1 g/mL, clear, colorless to light yellow
• Water Solubility.: Soluble in water. Insoluble in ether.
• 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-Ribose ^*data from reagent suppliers

Safty Information:

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

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

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
• Identification and Nomenclature: It is identified as a D-ribose and an aldehydo-ribose, being the enantiomer of an aldehydo-L-ribose. Its systematic name is (2R,3R,4R)-2,3,4,5-tetrahydroxypentanal.
• Occurrence: Found naturally in organisms such as Streptomyces sporangiiformans and Arabidopsis thaliana.
• Versatility: Known by various names including ribose, aldehydo-d-ribo-pentose, and ribo-2,3,4,5-tetrahydroxyvaleraldehyde. Its unique structure and properties make it useful in pharmaceuticals, biochemistry, and organic synthesis.
• Precursor to D-Ribose: Serves as a precursor to D-ribose, which is a crucial component of ribonucleic acid (RNA) and certain coenzymes.
• Cyclic Forms: Like most sugars, ribose exists as a mixture of cyclic forms in equilibrium with its linear form, and these readily interconvert especially in aqueous solution. In its linear form, ribose can be recognised as the pentose sugar with all of its hydroxyl functional groups on the same side in its Fischer projection. d-Ribose has these hydroxyl groups on the right hand side and is associated with the systematic name (2R,3R,4R)-2,3,4,5-tetrahydroxypentanal, whilst l-ribose has its hydroxyl groups appear on the left hand side in a Fischer projection.

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

There total 136 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:

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;

Reference yield:

dihydroxyacetone (96-26-4,26776-70-5) + Glycolaldehyde (141-46-8) → 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) + DL-erythro-[2]pentulose (488-84-6,527-50-4,551-84-8,2042-27-5,5556-48-9,5962-29-8,7558-89-6,25577-44-0,83946-43-4)

Guidance literature:

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

upstream raw materials:

pyridine

D-ribulose

xylulose

nitromethane

Downstream raw materials:

D-ribulose

sedoheptulosan

4-bromo-benzenesulfonic acid-(N'-ξ-D-ribopyranosyl-hydrazide)

3,4,5,6-Tetra-O-acetyl-1-nitro-D-ribo-hex-1-en

Refernces

• 1、 Shpakovich,Kaz'mina. "". . . Retrieved 1973.
• 2、 Sianturi, Julinton,Purnamasari, Mayshah,Darwati,Harneti, Desi,Mayanti, Tri,Supratman, Unang,Awang, Khalijah,Hayashi, Hideo. "New bisamide compounds from the bark of Aglaia eximia (Meliaceae)". . p. 297 - 301. Retrieved 2015.
• 3、 Li, Wei,Lee, Changyeol,Bang, Sung Hee,Ma, Jin Yeul,Kim, Soonok,Koh, Young-Sang,Shim, Sang Hee. "Isochromans and related constituents from the endophytic fungus Annulohypoxylon truncatum of Zizania caduciflora and their anti- inflammatory effects". . p. 205 - 209. Retrieved 2017.
• 4、 Matsumoto,Miyazaki. "Studies on the constant-current electrolytic reduction of D-ribonolactone to D-ribose. II. Application of amine salts as electrolyte". . p. 991 - 993. Retrieved 1967.
• 5、 Wu, Jia-Ting,Zheng, Cai-Juan,Zhang, Bin,Zhou, Xue-Ming,Zhou, Qi,Chen, Guang-Ying,Zeng, Zhuo-Er,Xie, Jin-Long,Han, Chang-Ri,Lyu, Ji-Xing. "Two new secondary metabolites from a mangrove-derived fungus Cladosporium sp. JJM22". . p. 34 - 40. Retrieved 2019.
• 6、 -. "ELECTROCHEMICAL METHODS AND SYSTEMS FOR PRODUCING MONOSACCHARIDES". Paragraph 0067-0068. . Retrieved 2020/07/15.
• 7、 Chen, Zuhui,Li, Jing,Lv, Wenyan,Sun, Huihui,Tan, Jie,Wang, Wenxuan,Wu, Jianping,Xu, Jialing,Xu, Kangping,Xuan, Tongyao,Yang, Zhichun,Ye, Zijun,Zhu, Hui,Zou, Zhenxing. "Hypoglycemic triterpenoid glycosides from Cyclocarya paliurus (Sweet Tea Tree)". . . Retrieved 2020/01/06.