(S)-alpha-hydroxyglutarate-gamma-lactone

Base Information

• Chemical Name: (S)-alpha-hydroxyglutarate-gamma-lactone
• CAS No.: 21461-84-7
• Molecular Formula: C5H6 O4
• Molecular Weight: 130.1
• Hs Code.: 29321900
• DSSTox Substance ID: DTXSID10944062
• Wikidata: Q27143843
• Mol file: 21461-84-7.mol

Synonyms:(S)-alpha-hydroxyglutarate-gamma-lactone;(2S)-5-oxooxolane-2-carboxylate;5-oxooxolane-2-carboxylate;a-hydroxyglutaric acid-g-lactone;CHEBI:73673;DTXSID10944062;alpha-hydroxyglutarate-gamma-lactone;alpha-hydroxyglutaric acid-gamma-lactone;(2S)-5-oxotetrahydrofuran-2-carboxylate;tetrahydro-5-oxo-(2S)-2-furancarboxylic acid;Q27143843

Chemical Property of (S)-alpha-hydroxyglutarate-gamma-lactone

Chemical Property:

• Appearance/Colour: white to light yellow to beige crystalline powder
• Vapor Pressure: 5.71E-07mmHg at 25°C
• Melting Point: 71-73 °C(lit.)
• Refractive Index: 1.5800 (estimate)
• Boiling Point: 384.2 °C at 760 mmHg ,150-155 °C0.2 mm Hg(lit.)
• PKA: 3.11±0.20(Predicted)
• Flash Point: 184.6 °C
• PSA: 63.60000
• Density: 1.469 g/cm³
• LogP: -0.22340
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• Solubility.: Acetone
• XLogP3: 0.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 0
• Exact Mass: 129.01878364
• Heavy Atom Count: 9
• Complexity: 146

Purity/Quality:

97% ^*data from raw suppliers

(S)-(+)-5-Oxo-2-tetrahydrofurancarboxylic acid ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1CC(=O)OC1C(=O)[O-]
• Isomeric SMILES: C1CC(=O)O[C@@H]1C(=O)[O-]
• Uses: (S)-5-Oxo-2-tetrahydrofurancarboxylic Acid (cas# 21461-84-7) is a compound useful in organic synthesis.

Technology Process of (S)-alpha-hydroxyglutarate-gamma-lactone

There total 5 articles about (S)-alpha-hydroxyglutarate-gamma-lactone 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:

→ 5-oxo-tetrahydro-furan-2-carboxylic acid (4344-84-7,21461-84-7,53558-93-3,83829-70-3) + Glutamic acid (617-65-2,21675-62-7,23009-64-5,25104-13-6,84960-48-5,25513-46-6)

Guidance literature:

With ammonia; Erhitzen des Reaktionsprodukts mit wss. Salzsaeure;

Reference yield:

Diethyl α-chloroglutarate (7209-05-4) + ammonia (7664-41-7) → 5-oxo-tetrahydro-furan-2-carboxylic acid (4344-84-7,21461-84-7,53558-93-3,83829-70-3) + Glutamic acid (617-65-2,21675-62-7,23009-64-5,25104-13-6,84960-48-5,25513-46-6)

Guidance literature:

beim Erwaermen des Reaktionsprodukts mit wss. Salzsaeure;

Reference yield:

α-ketoglutaric acid (328-50-7) → 1,5-pentanedioic acid (110-94-1) + 5-oxo-tetrahydro-furan-2-carboxylic acid (4344-84-7,21461-84-7,53558-93-3,83829-70-3) + 2-hydroxyglutaric acid (2889-31-8,636-67-9)

Guidance literature:

With platinum on carbon; hydrogen; In water; at 200 ℃; for 24h; under 22502.3 Torr;

DOI:10.1039/c6gc03222b

upstream raw materials:

Oxidized glutathione

Diethyl α-chloroglutarate

ammonia

L-glutamic acid

Downstream raw materials:

(S)-(+)-tetrahydro-5-oxo-2-furancarboxylic acid methyl ester

(R,S)-4-bromophenyl 5-oxotetrahydrofuran-2-carboxylate

1-Acetyl-1,5-dihydro-2H-pyrrolinon

2-buten-4-olide

Refernces

• 1、 De Schouwer, Free,Cuypers, Thomas,Claes, Laurens,De Vos, Dirk E.. "Metal-catalyzed reductive deamination of glutamic acid to bio-based dimethyl glutarate and methylamines". . p. 1866 - 1876. Retrieved 2017/06/09.