Threonic acid

Base Information

• Chemical Name: Threonic acid
• CAS No.: 20246-26-8
• Molecular Formula: C₄H₈O₅
• Molecular Weight: 136.105
• UNII: NTD0MI8XRT
• DSSTox Substance ID: DTXSID40192337
• Nikkaji Number: J967.576K
• Wikipedia: Threonic_acid
• Wikidata: Q27121459
• Metabolomics Workbench ID: 37513
• Mol file: 20246-26-8.mol

Synonyms:2,3,4-trihydroxy-(threo)-butanoic acid;calcium l-threonate;calcium threonate;ClariMem;L-TAMS compound;L-threonic acid magnesium salt;magnesium threonate;MMFS-01;threonate;threonic acid;threonic acid, (R*,R*)-isomer;threonic acid, (R-(R*,S*))-isomer;threonic acid, dl-;threonic acid, l-

Chemical Property of Threonic acid

Chemical Property:

• XLogP3: -2.1
• Hydrogen Bond Donor Count: 4
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 3
• Exact Mass: 136.03717335
• Heavy Atom Count: 9
• Complexity: 101

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

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

Technology Process of Threonic acid

There total 46 articles about Threonic 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: 36.0%

D-Mannose (3458-28-4) + chloroamine-T (127-65-1) → D-glyceric acid (473-81-4,600-19-1,6000-40-4,28305-26-2,118916-26-0) + D-threonic acid (20246-26-8) + D-erythronic acid (488-16-4) + arabinoic acid (488-30-2) + D-ribonic acid (642-98-8) + mannonic acid (642-99-9)

Guidance literature:

In water; at 35 ℃; Kinetics; Thermodynamic data; Mechanism; E_a; ΔH excit.; ΔG excit.; ΔS excit; add. of NaOH, var. solv. D2O;

DOI:10.1016/S0008-6215(97)00243-7

Reference yield: 35.0%

D-glucose (50-99-7) + chloroamine-T (127-65-1) → D-glyceric acid (473-81-4,600-19-1,6000-40-4,28305-26-2,118916-26-0) + D-threonic acid (20246-26-8) + D-erythronic acid (488-16-4) + arabinoic acid (488-30-2) + D-ribonic acid (642-98-8) + gluconic acid (526-95-4)

Guidance literature:

In water; at 35 ℃; Kinetics; Thermodynamic data; Mechanism; E_a; ΔH excit.; ΔG excit.; ΔS excit; add. of NaOH, var. solv. D2O;

DOI:10.1016/S0008-6215(97)00243-7

Reference yield: 30.0%

D-Fructose (57-48-7,18875-34-8) + chloroamine-T (127-65-1) → D-glyceric acid (473-81-4,600-19-1,6000-40-4,28305-26-2,118916-26-0) + D-threonic acid (20246-26-8) + D-erythronic acid (488-16-4) + arabinoic acid (488-30-2) + D-ribonic acid (642-98-8)

Guidance literature:

In water; at 35 ℃; Kinetics; Thermodynamic data; Mechanism; E_a; ΔH excit.; ΔG excit.; ΔS excit; add. of NaOH, var. solv. D2O;

DOI:10.1016/S0008-6215(97)00243-7

upstream raw materials:

D-Fructose

chloroamine-T

D-Mannose

D-Arabinose

Downstream raw materials:

Glyceraldehyde

γ lacton-of dl-erythronic acid

DL-tartaric acid

oxalic acid

Refernces

• 1、 Srivastava, Sheila,Gupta, Vandana. "Kinetic study of iridium(III) catalyzed oxidation of D-mannitol and erythritol by N-bromosuccinimide in acidic medium". . p. 1103 - 1106. Retrieved 2008/02/04.
• 2、 Rangappa, Kanchugarakoppal S.,Raghavendra, Manikanahally P.,Mahadevappa, Dandinasivara S.,Gowda, D. Channe. "Kinetics and mechanism of oxidation of erythro-series pentoses and hexoses by N-chloro-p-toluenesulfonamide". . p. 57 - 67. Retrieved 2007/10/03.