alpha-Hydroxypyridine-3-acetic acid

Base Information

• Chemical Name: alpha-Hydroxypyridine-3-acetic acid
• CAS No.: 49769-60-0
• Molecular Formula: C7H7NO3
• Molecular Weight: 153.137
• European Community (EC) Number: 256-481-4
• DSSTox Substance ID: DTXSID20964397
• Nikkaji Number: J2.464.012D
• Mol file: 49769-60-0.mol

Synonyms:49769-60-0;alpha-Hydroxypyridine-3-acetic acid;2-hydroxy-2-(pyridin-3-yl)acetic acid;2-hydroxy-2-pyridin-3-ylacetic acid;hydroxy(pyridin-3-yl)acetic acid;MFCD14602015;EINECS 256-481-4;2-Hydroxy-2-(3-pyridyl)acetic acid;(-)-3-pyridylglycolic acid;SCHEMBL197024;DTXSID20964397;CEJOQRNGUDYAKK-UHFFFAOYSA-N;AKOS005265327;2-hydroxy-2-(pyridin-3-yl)aceticacid;BS-12547;SY157135;CS-0452982;NS00057575;EN300-134855

Chemical Property of alpha-Hydroxypyridine-3-acetic acid

Chemical Property:

• Boiling Point: 486.6°Cat760mmHg
• Flash Point: 248.1°C
• PSA: 70.42000
• Density: 1.322g/cm³
• LogP: 0.19960
• XLogP3: -0.2
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 2
• Exact Mass: 153.042593085
• Heavy Atom Count: 11
• Complexity: 149

Purity/Quality:

97% ^*data from raw suppliers

2-Hydroxy-2-(3-pyridinyl)aceticAcid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=CN=C1)C(C(=O)O)O
• Uses: 2-Hydroxy-2-(3-pyridinyl)acetic Acid is a starting material used to prepare enzimidazolylazabicyclooctylethylpiperidine Ccr5 antagonists in treatment of bacterial and viral infections and other diseases.

Technology Process of alpha-Hydroxypyridine-3-acetic acid

There total 3 articles about alpha-Hydroxypyridine-3-acetic 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-pyridinecarboxaldehyde (500-22-1) + sodium oxalate (62-76-0) → 2-hydroxy-2-(3-pyridinyl)-acetic acid (49769-60-0)

Guidance literature:

With oxalyl Coenzyme A decarboxylase from Methylorubrum extorquens Y₄₉₇A mutant; oxalyl Coenzyme A synthetase from from Methylorubrum extorquens; thioesterase YciA from Escherichia coli; thiamine diphosphate; ATP; coenzyme A; magnesium chloride; In dimethyl sulfoxide; at 30 ℃; for 24h; pH=6.8; Enzymatic reaction;

DOI:10.1002/anie.201915155

Reference yield:

→ 2-hydroxy-2-(3-pyridinyl)-acetic acid (49769-60-0)

Guidance literature:

With hydrogenchloride;

DOI:10.1002/ardp.19592920108

Reference yield:

→ 2-hydroxy-2-(3-pyridinyl)-acetic acid (49769-60-0)

Guidance literature:

upstream raw materials:

3-pyridinecarboxaldehyde

sodium oxalate

Downstream raw materials:

C₁₃H₁₀F₂N₂O₂

C₁₃H₈F₂N₂O₂

C₂₃H₁₈F₂N₄O

C₂₂H₁₆F₂N₄O

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