(2S,3R,4S,5R)-2,3,4,5-tetrahydroxy-6-oxohexanoic acid

Base Information

• Chemical Name: (2S,3R,4S,5R)-2,3,4,5-tetrahydroxy-6-oxohexanoic acid
• CAS No.: 25249-06-3
• Deprecated CAS: 11100-11-1,444336-16-7,96290-55-0,444336-16-7,552-12-5,96290-55-0
• Molecular Formula: C₆H₁₀O₇
• Molecular Weight: 194.141
• European Community (EC) Number: 211-682-6
• UNII: 2ENU0N1DRP,4JK6RN80GF
• DSSTox Substance ID: DTXSID2042646,DTXSID00873872
• Nikkaji Number: J82.118G
• Wikipedia: D-Galacturonic_acid
• Wikidata: Q422729
• Metabolomics Workbench ID: 38176
• Mol file: 25249-06-3.mol

Synonyms:(D)-galacturonic acid;(DL)-galacturonic acid;D-galacturonic acid;DL-galacturonic acid;galacturonic acid;galacturonic acid, (alpha-D)-isomer;galacturonic acid, (D)-isomer;galacturonic acid, calcium, sodium salt, (D)-isomer;galacturonic acid, D-;galacturonic acid, DL-;galacturonic acid, monosodium salt, (D)-isomer

Chemical Property of (2S,3R,4S,5R)-2,3,4,5-tetrahydroxy-6-oxohexanoic acid

Chemical Property:

• Boiling Point: 553.4°Cat760mmHg
• Flash Point: 302.6°C
• PSA: 135.29000
• Density: 1.748g/cm³
• LogP: -3.28650
• XLogP3: -2.6
• Hydrogen Bond Donor Count: 5
• Hydrogen Bond Acceptor Count: 7
• Rotatable Bond Count: 5
• Exact Mass: 194.04265265
• Heavy Atom Count: 13
• Complexity: 191

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of (2S,3R,4S,5R)-2,3,4,5-tetrahydroxy-6-oxohexanoic acid

There total 299 articles about (2S,3R,4S,5R)-2,3,4,5-tetrahydroxy-6-oxohexanoic 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:

3-O-{β-D-apiofuranosyl-(1->4)-[α-L-arabinopyranosyl-(1->2)]-β-D-glucuronopyranosyl}oleanolic acid → D-apiose (639-97-4,6477-44-7,42927-70-8) + D-Galactose (59-23-4) + D-Glucuronic acid (6556-12-3,25249-06-3,25990-10-7,36562-70-6,36655-86-4)

Guidance literature:

With hydrogenchloride; In 1,4-dioxane; at 100 ℃; for 1h;

DOI:10.1016/S0031-9422(03)00117-1

Reference yield:

3-O-[β-D-apiofuranosyl-(1->4)-β-D-glucuronopyranosyl]oleanolic acid 28-O-β-D-glucopyranosyl ester → D-apiose (639-97-4,6477-44-7,42927-70-8) + D-glucose (50-99-7) + D-Glucuronic acid (6556-12-3,25249-06-3,25990-10-7,36562-70-6,36655-86-4)

Guidance literature:

With hydrogenchloride; In 1,4-dioxane; at 100 ℃; for 1h;

DOI:10.1016/S0031-9422(03)00117-1

Reference yield:

3-O-{β-D-apiofuranosyl-(1->4)-[α-L-arabinopyranosyl-(1->2)]-β-D-glucuronopyranosyl}oleanolic acid 28-O-β-D-glucopyranosyl ester → D-apiose (639-97-4,6477-44-7,42927-70-8) + L-arabinose (5328-37-0) + D-glucose (50-99-7) + D-Glucuronic acid (6556-12-3,25249-06-3,25990-10-7,36562-70-6,36655-86-4)

Guidance literature:

With hydrogenchloride; In 1,4-dioxane; at 100 ℃; for 1h;

DOI:10.1016/S0031-9422(03)00117-1

upstream raw materials:

methyl-alpha-D-glucopyranoside

D-glucurono-6,3-lactone

(-)-Menthol glucuronide

D-glucose

Downstream raw materials:

Glucuronsaeure-isoniazon

1-p-toluidino-1-deoxy-β-D-glucopyranuronic acid

6-salicyloylhydrazono-6-deoxy-L-gulonic acid

5,6-bis-phenylhydrazono-D-lyxo-5,6-dideoxy-hexonic acid