(2S)-2,3-dihydroxypropanoic acid

Base Information

• Chemical Name: (2S)-2,3-dihydroxypropanoic acid
• CAS No.: 28305-26-2
• Molecular Formula: C₃H₆O₄
• Molecular Weight: 106.078
• UNII: 5O316U8TKI
• DSSTox Substance ID: DTXSID00182557
• Nikkaji Number: J71.808D
• Wikidata: Q27144614
• Pharos Ligand ID: ZW2GZMXR73V4
• Metabolomics Workbench ID: 38878
• ChEMBL ID: CHEMBL4556656
• Mol file: 28305-26-2.mol

Synonyms:(2S)-2,3-dihydroxypropanoic acid;L-Glyceric acid;28305-26-2;(S)-Glyceric acid;Glyceric acid, l-;Glyceric acid, (2S)-;(S)-2,3-Dihydroxypropanoic acid;Glyceric acid, l(+) form;UNII-5O316U8TKI;5O316U8TKI;MFCD01318549;L-glycerate;(S)-Glycerate;Glyceric acid, (S)-;Propanoic acid, 2,3-dihydroxy-, (2S)-;(S)-2,3-Dihydroxypropanoate;SCHEMBL2905876;(S)-2,3-dihydroxy-Propanoate;CHEMBL4556656;(S)-2,3-Dihydroxypropanoicacid;CHEBI:74324;(2S)-2,3-dihydroxy-Propanoate;DTXSID00182557;GLYCERIC ACID L(+)-FORM;RBNPOMFGQQGHHO-REOHCLBHSA-N;(S)-2,3-dihydroxy-Propanoic acid;(2S)-2,3-dihydroxy-Propanoic acid;AKOS006278407;GLYCERIC ACID L(+)-FORM [MI];BS-25287;Propanoic acid, 2,3-dihydroxy-, (S)-;HY-113377;CS-0062334;Q27144614

Chemical Property of (2S)-2,3-dihydroxypropanoic acid

Chemical Property:

• PSA: 77.76000
• 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%Min ^*data from raw suppliers

L-Glyceric acid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of (2S)-2,3-dihydroxypropanoic acid

There total 104 articles about (2S)-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

methyl (2R)-2,3-dihydroxypropanoate

3-hydroxy-2-oxopropionic acid

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、 Tao, Yiwen,Li, Pinglin,Zhang, Daojing,Glukhov, Evgenia,Gerwick, Lena,Zhang, Chen,Murray, Thomas F.,Gerwick, William H.. "Samholides, Swinholide-Related Metabolites from a Marine Cyanobacterium cf. Phormidium sp.". . p. 3034 - 3046. Retrieved 2018/03/25.