5-Pyridoxolactone

Base Information

• Chemical Name: 5-Pyridoxolactone
• CAS No.: 4543-56-0
• Molecular Formula: C8H7NO3
• Molecular Weight: 165.148
• Hs Code.: 2934999090
• European Community (EC) Number: 809-321-8
• NSC Number: 41813,15983
• UNII: UA6Q3JV3FZ
• DSSTox Substance ID: DTXSID80196511
• Nikkaji Number: J101.560E
• Wikidata: Q27105557
• Metabolomics Workbench ID: 38509
• Mol file: 4543-56-0.mol

Synonyms:5-pyridoxic acid lactone;5-pyridoxolactone

Chemical Property of 5-Pyridoxolactone

Chemical Property:

• Vapor Pressure: 4.52E-11mmHg at 25°C
• Boiling Point: 511.2°Cat760mmHg
• Flash Point: 263°C
• PSA: 59.42000
• Density: 1.448g/cm³
• LogP: 0.76600
• Storage Temp.: ?20°C
• Solubility.: Methanol
• XLogP3: 0.3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 0
• Exact Mass: 165.042593085
• Heavy Atom Count: 12
• Complexity: 207

Purity/Quality:

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

5-Pyridoxolactone ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=NC=C2C(=C1O)COC2=O
• Uses: 5-Pyridoxolactone is an intermediate in the synthesis of analogues of Pyridoxine (P991735), one of the vitamins of the B6 complex; present in many foodstuffs (yeast, liver and cereals). Pyridoxine has a role in transporting protein Bsu1, Pyridoxine contributes to thiamine uptake; characterization of thiamine (vitamin B1) transporter Thi9 from Schizosaccharomyces pombe.

Technology Process of 5-Pyridoxolactone

There total 25 articles about 5-Pyridoxolactone 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: 100.0%

N,3-bis(benzyloxy)-4-(hydroxymethyl)-N-(4-methoxybenzyl)pyridine-2,5-dicarboxamide (1198620-33-5) → 7-hydroxy-6-methyl-1H-furo[3,4-c]pyridin-3-one (4543-56-0)

Guidance literature:

With hydrogen; 5%-palladium/activated carbon; In ethyl acetate;

Reference yield:

5-hydroxy-6-methylpyridine-3,4-dicarboxylic acid diethyl ester (2397-71-9) → 5-hydroxy-6-methyl-3,4-pyridinedimethanol (65-23-6) + 7-hydroxy-6-methyl-1H-furo[3,4-c]pyridin-3-one (4543-56-0) + ethyl 5-hydroxy-4-(hydroxymethyl)-6-methylnicotinate (809272-94-4)

Guidance literature:

With Me₃SiH(OEt)2; tetrabutyl ammonium fluoride; In tetrahydrofuran; at 22 ℃; for 24h;

DOI:10.3390/81200873

Reference yield:

(2,2,8-trimethyl-4H-[1,3]dioxino[4,5-c]pyridin-5-yl)methanol (1136-52-3) → 7-hydroxy-6-methyl-1H-furo[3,4-c]pyridin-3-one (4543-56-0)

Guidance literature:

Multi-step reaction with 2 steps

1: aq. KMnO₄

2: aq. AcOH

With potassium permanganate; acetic acid;

DOI:10.1021/jo01026a013

upstream raw materials:

7-amino-6-methyl-1H-furo[3,4-c]pyridin-3-one

5-hydroxy-6-methyl-pyridine-3,4-dicarboxylic acid dimethyl ester

5-acetoxy-4-acetoxymethyl-6-methyl-nicotinic acid

3,4'-O-isopropylidene-5-pyridoxic acid

Downstream raw materials:

C₁₆H₁₇FN₂O₃

C₃₂H₃₅FN₂O₃Si

Refernces

• 1、 Dumond, Yves Rene,Gum, Andrew G.. "Silane reduction of 5-hydroxy-6-methyl-pyridine-3,4-dicarboxylic acid diethyl ester: Synthesis of vitamin B6". . p. 873 - 881. Retrieved 2007/10/03.