3-(Benzyloxy)picolinic acid

Base Information

• Chemical Name: 3-(Benzyloxy)picolinic acid
• CAS No.: 117523-29-2
• Molecular Formula: C13H11NO3
• Molecular Weight: 229.235
• Hs Code.: 2933399090
• DSSTox Substance ID: DTXSID50571710
• Wikidata: Q82459867
• Mol file: 117523-29-2.mol

Synonyms:3-(Benzyloxy)picolinic acid;117523-29-2;3-(BENZYLOXY)PYRIDINE-2-CARBOXYLIC ACID;3-phenylmethoxypyridine-2-carboxylic acid;2-PYRIDINECARBOXYLIC ACID, 3-(PHENYLMETHOXY)-;3-(Benzyloxy)picolinicacid;3-(Benzyloxyl)-2-pyridinecarboxylic acid;SCHEMBL2426791;DTXSID50571710;MWHFMAMJIYHCLW-UHFFFAOYSA-N;3-benzyloxypyridine-2-carboxylic acid;AKOS010638003;MB12360;BS-26418;CS-0210052;F94710;A904211;F2147-7978

Chemical Property of 3-(Benzyloxy)picolinic acid

Chemical Property:

• Boiling Point: 423.8±30.0 °C(Predicted)
• PKA: 1.04±0.50(Predicted)
• PSA: 59.42000
• Density: 1.274±0.06 g/cm3(Predicted)
• LogP: 2.35880
• Storage Temp.: 2-8°C
• XLogP3: 2.2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 4
• Exact Mass: 229.07389321
• Heavy Atom Count: 17
• Complexity: 251

Purity/Quality:

97% ^*data from raw suppliers

3-(Benzyloxy)picolinicacid 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)COC2=C(N=CC=C2)C(=O)O

Technology Process of 3-(Benzyloxy)picolinic acid

There total 3 articles about 3-(Benzyloxy)picolinic 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: 95.0%

3-benzyloxypyridine-2-carboxylic acid benzyl ester (170689-52-8) → 3-benzyloxypyridine-2-carboxylic acid (117523-29-2)

Guidance literature:

With lithium hydroxide; In tetrahydrofuran; methanol; water; at 25 ℃;

DOI:10.1016/S0968-0896(97)10014-1

Reference yield:

3-hydroxypyridine-2-carboxylic acid (874-24-8) → 3-benzyloxypyridine-2-carboxylic acid (117523-29-2)

Guidance literature:

Multi-step reaction with 2 steps

1: Ag₂O / dimethylsulfoxide / 20 °C

2: aq. KOH / Heating

With potassium hydroxide; silver(l) oxide; In dimethyl sulfoxide;

DOI:10.1016/j.bmcl.2004.11.034

Reference yield:

→ 3-benzyloxypyridine-2-carboxylic acid (117523-29-2)

Guidance literature:

2-Hydroxymethyl-3-benzyloxypyridin, KMnO4;

upstream raw materials:

3-benzyloxypyridine-2-carboxylic acid benzyl ester

3-hydroxypyridine-2-carboxylic acid

Downstream raw materials:

(N-(3-benzyloxypyridyl-2-carbonyl)-D-Ser-Pip-Gly-Sar-NMe-Val)2 (serine hydroxyl) dilactone

3-benzyloxypyridine-2-carbonyl chloride