(2R)-2,3-Dihydroxypropanoic acid

Base Information

• Chemical Name: (2R)-2,3-Dihydroxypropanoic acid
• CAS No.: 6000-40-4
• Molecular Formula: C₃H₆O₄
• Molecular Weight: 106.078
• Hs Code.: 29181990
• UNII: 19D9ZZX4MH
• DSSTox Substance ID: DTXSID001016563
• Nikkaji Number: J71.807F
• Wikidata: Q27104217
• Metabolomics Workbench ID: 37097
• Mol file: 6000-40-4.mol

Synonyms:D-Glyceric acid;(2R)-2,3-DIHYDROXYPROPANOIC ACID;glycerate;6000-40-4;Glyceric acid, D-;Glyceric acid, (2R)-;Glyceric acid, D(-)-form;(R)-2,3-dihydroxypropanoic acid;(R)-glycerate;UNII-19D9ZZX4MH;19D9ZZX4MH;DGY;Propanoic acid, 2,3-dihydroxy-, (R)-;R-glyceric acid;(R)-Glyceric acid;D-GroA;a,b-Hydroxypropionate;a,b-Hydroxypropionic acid;SCHEMBL584528;CHEBI:32398;GLYCERIC ACID D(-)-FORM;DTXSID001016563;GLYCERIC ACID D(-)-FORM [MI];HY-139070;CS-0179318;C00258;Q27104217;359AC986-ED5D-40BE-92FA-52375CAA8868;03W

Chemical Property of (2R)-2,3-Dihydroxypropanoic acid

Chemical Property:

• Vapor Pressure: 1.95E-11mmHg at 25°C
• Boiling Point: 532.9°C at 760 mmHg
• PKA: 3.42±0.11(Predicted)
• Flash Point: 276.1°C
• PSA: 77.76000
• Density: 1.2g/cm³
• LogP: -1.57580
• XLogP3: -1.5
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 2
• Exact Mass: 106.02660867
• Heavy Atom Count: 7
• Complexity: 69.3

Purity/Quality:

98%,99%, ^*data from raw suppliers

D-Glyceric acid sodium salt ≥95.0% (TLC) ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

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

Technology Process of (2R)-2,3-Dihydroxypropanoic acid

There total 104 articles about (2R)-2,3-Dihydroxypropanoic 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: 74.0%

meso-erythritol (909878-64-4,10030-58-7,188346-77-2,149-32-6) → D-erythrulose (533-50-6,35007-64-8,40031-31-0,496-55-9) + D-glyceric acid (473-81-4,600-19-1,6000-40-4,28305-26-2,118916-26-0) + D-erythronic acid (488-16-4) + D-erythrose (583-50-6)

Guidance literature:

PtTl; In perchloric acid; water; for 4h; Product distribution; electrocatalytic reaction; also on Pt and on Pt-Pb electrode; oxidation potential varied: 0.45, 0.6, 0.8 V;

DOI:10.1051/jcp:1999157

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:

D-Galactose (59-23-4) → 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-lyxonic acid (526-92-1) + D-galactonic acid (133-42-6,488-33-5,526-95-4,526-97-6,576-36-3,642-99-9,1114-17-6,3956-93-2,6906-37-2,7760-07-8,13382-27-9,20246-33-7,20246-35-9,20246-52-0,20246-53-1,21675-42-3,22430-69-9,24871-35-0,28223-42-9,28278-17-3,51547-37-6)

Guidance literature:

With sodium perchlorate; bromamine T; In water; at 29.85 ℃; Further Variations:; Reagents; Solvents; Kinetics; Thermodynamic data; Product distribution;

upstream raw materials:

D-Glyceraldehyde

3-hydroxy-2-oxopropionic acid

D-Serine

glyceric acid

Downstream raw materials:

D-(+)-2-phosphoglyceric acid

D-(-)-3-phosphoglyceric acid

3-hydroxy-2-oxopropionic acid

methyl L-glycerate

Refernces

• 1、 Chakraborty, Sourav,Shnaiderman Grego, Alina,Garai, Somenath,Baranov, Mark,Müller, Achim,Weinstock, Ira A.. "Alcohols as Latent Hydrophobes: Entropically Driven Uptake of 1,2-Diol Functionalized Ligands by a Porous Capsule in Water". supporting information. p. 9170 - 9174. Retrieved 2019/06/21.
• 2、 Mallik, Suman,Prasad, Ramesh,Bhattacharya, Anindita,Sen, Prosenjit. "Synthesis of Phosphatidylserine and Its Stereoisomers: Their Role in Activation of Blood Coagulation". supporting information. p. 434 - 439. Retrieved 2018/05/23.