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

Base Information

• Chemical Name: (2R,3S,4S,5R)-2,3,4,5-tetrahydroxyhexanal
• CAS No.: 3615-37-0
• Molecular Formula: C6H12O5
• Molecular Weight: 164.158
• Hs Code.: 29400000
• European Community (EC) Number: 222-792-9
• UNII: 603I57Y449
• DSSTox Substance ID: DTXSID80883994
• Nikkaji Number: J92.795C
• Wikidata: Q27077034
• Metabolomics Workbench ID: 49879
• ChEMBL ID: CHEMBL3343362
• Mol file: 3615-37-0.mol

Synonyms:3615-37-0;D-(+)-Fucose;(2R,3S,4S,5R)-2,3,4,5-tetrahydroxyhexanal;aldehydo-D-fucose;(+)-fucose;D-Galactose, 6-deoxy-;Fucose, D-;Galactose, 6-deoxy-;CHEBI:48203;UNII-603I57Y449;EINECS 222-792-9;603I57Y449;D-Galactomethylose;D-FUCOSE [MI];D0O8IE;SCHEMBL21210;GTPL4722;CHEMBL3343362;DTXSID80883994;D-(+)-Fucose, >=98%;AMY32703;HY-N5102;MFCD00135603;AKOS015924852;AS-35297;CS-0032367;WURCS=2.0/1,1,0/[o2112m]/1/;(2R,3S,4S,5R)-2,3,4,5-tetrakis(oxidanyl)hexanal;Q27077034

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

Chemical Property:

• Appearance/Colour: White crystalline powder
• Vapor Pressure: 1.99E-05mmHg at 25°C
• Melting Point: 144-145ºC(lit.)
• Refractive Index: 75.5 ° (C=10, H2O)
• Boiling Point: 399.1 °C at 760 mmHg
• PKA: 12.50±0.20(Predicted)
• Flash Point: 209.3 °C
• PSA: 90.15000
• Density: 1.41g/cm₃
• LogP: -2.19380
• Storage Temp.: Inert atmosphere,Room Temperature
• Sensitive.: Hygroscopic
• Solubility.: H2O: 0.1 g/mL, clear, colorless
• XLogP3: -2.4
• Hydrogen Bond Donor Count: 4
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 4
• Exact Mass: 164.06847348
• Heavy Atom Count: 11
• Complexity: 126

Purity/Quality:

99%, ^*data from raw suppliers

D-Fucose ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 24/25-36/37/39-27-26

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Biological Agents -> Monosaccharides and Derivatives
• Canonical SMILES: CC(C(C(C(C=O)O)O)O)O
• Isomeric SMILES: C[C@H]([C@@H]([C@@H]([C@H](C=O)O)O)O)O
• Uses: D-Fucose is a hexose deoxy sugar found on N-linked glycans that appears on the cell surface of mammalian and plant cells. D-Fucose is also the building block of fucoidan polysaccharide, an sulfated po lysaccharide found in various species of brown algae. D-Fucose is a hexose deoxy sugar found on N-linked glycans that appears on the cell surface of mammalian and plant cells. D-Fucose is also the building block of fucoidan polysaccharide, an sulfated polysaccharide found in various species of brown algae.

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

There total 205 articles about (2R,3S,4S,5R)-2,3,4,5-tetrahydroxyhexanal 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:

(23S,24S)-21-acetyloxy-24-{[O-β-D-glucopyranosyl-(1→4)-β-D-fucopyranosyl]oxy}-3β,23-dihydroxyspirosta-5,25(27)-diene-1β-O-β-D-apiofuranosyl-(13)-O-(α-L-rhamnopyranosyl)-(12)-O-[β-D-xylopyranosyl-(13)]-α-L-arabinopyranoside → D-xylose (58-86-6) + D-apiose (639-97-4,6477-44-7,42927-70-8) + L-arabinose (5328-37-0) + D-Fucose (3615-37-0,478518-52-4) + L-Rhamnose (3615-41-6,478518-52-4) + D-glucose (50-99-7)

Guidance literature:

With hydrogenchloride; In 1,4-dioxane; water; at 80 ℃; for 2h;

DOI:10.1080/14786419.2018.1544980

Reference yield:

(23S,24S,25S)-24-[(β-D-fucopyranosyl)oxy]-3β,21,23-trihydroxyspirost-5-en-1β-yl O-β-D-apiofuranosyl-(1→3)-O-(4-O-acetyl-α-L-rhamnopyranosyl)-(1→2)-O-[β-D-xylopyranosyl-(1→3)]-α-L-arabinopyranoside → D-xylose (58-86-6) + D-apiose (639-97-4,6477-44-7,42927-70-8) + L-arabinose (5328-37-0) + D-Fucose (3615-37-0,478518-52-4) + L-Rhamnose (3615-41-6,478518-52-4)

Guidance literature:

With hydrogenchloride; water; In 1,4-dioxane; at 95 ℃; for 0.5h; Overall yield = 0.92 mg; Inert atmosphere;

DOI:10.1248/cpb.c19-01037

Reference yield:

(23S,24S,25S)-24-[(β-D-fucopyranosyl)-oxy]-3β,23-dihydroxyspirost-5-en-1β-yl O-β-D-apiofuranosyl-(1→3)-O-(4-O-acetyl-α-L-rhamnopyranosyl)-(1→2)-O-[β-Dxylopyranosyl-(1→3)]-α-L-arabinopyranoside → D-xylose (58-86-6) + D-apiose (639-97-4,6477-44-7,42927-70-8) + L-arabinose (5328-37-0) + D-Fucose (3615-37-0,478518-52-4) + L-Rhamnose (3615-41-6,478518-52-4)

Guidance literature:

With hydrogenchloride; water; In 1,4-dioxane; at 95 ℃; for 0.5h; Overall yield = 2.9 mg; Inert atmosphere;

DOI:10.1248/cpb.c19-01037

upstream raw materials:

(2S,3S,4S,5S,6R)-2-methoxy-6-methyltetrahydro-2H-pyran-3,4,5-triol

C₄₇H₆₁NO₂₇

pseudo-ginsenoside-RS₁

sulfuric acid

Downstream raw materials:

D,L-rhamnose

L-idomethylonic acid

hexane-1,2,3,4,5-pentaol

rhodeonic acid

Refernces

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• 2、 Yuan, Wei,Wang, Ping,Su, Zushang,Wang, Victoria S.,Li, Shiyou. "Cytotoxic triterpenoid saponins from husks of Aesculus californica (Spach) Nutt.". . p. 95 - 105. Retrieved 2013.
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