D-Mannono-1,4-lactone

Base Information

• Chemical Name: D-Mannono-1,4-lactone
• CAS No.: 26301-79-1
• Molecular Formula: C6H10O6
• Molecular Weight: 178.142
• Hs Code.: 29322090
• European Community (EC) Number: 247-596-0
• UNII: E8Y5GMN3J0
• DSSTox Substance ID: DTXSID70860012,DTXSID201314777
• Nikkaji Number: J16.932C
• Wikidata: Q81977926
• Mol file: 26301-79-1.mol

Synonyms:D-Mannono-1,4-lactone;26301-79-1;D-mannonic acid-1,4-lactone;(3S,4R,5R)-5-((R)-1,2-Dihydroxyethyl)-3,4-dihydroxydihydrofuran-2(3H)-one;D-mannono-gamma-lactone;D-mannonic acid-gamma-lactone;(3S,4R,5R)-5-[(1R)-1,2-dihydroxyethyl]-3,4-dihydroxyoxolan-2-one;E8Y5GMN3J0;EINECS 247-596-0;Mannonic acid, .gamma.-lactone, D-;NSC-1971;Mannono-gamma-lactone;D-Mannonic acid,g-lactone;UNII-E8Y5GMN3J0;D-Mannonic acid, gamma-lactone;SCHEMBL2296354;DTXSID70860012;D-MANNONO-.GAMMA.-LACTONE;MANNONO-GAMMA-LACTONE, D-;DTXSID201314777;NSC 1971;D-MANNONIC ACID GAMMA-LACTONE;MFCD00065020;AKOS006240037;FS-5704;D-MANNONO-.GAMMA.-LACTONE, (+)-;CS-0158518;M0958;T72191;W-202123

Chemical Property of D-Mannono-1,4-lactone

Chemical Property:

• Vapor Pressure: 1.01E-10mmHg at 25°C
• Melting Point: 153 °C
• Refractive Index: 1.625
• Boiling Point: 467.9 °C at 760 mmHg
• PKA: 12.06±0.60(Predicted)
• Flash Point: 201.5 °C
• PSA: 107.22000
• Density: 1.766 g/cm³
• LogP: -3.01320
• Water Solubility.: within almost transparency
• XLogP3: -2
• Hydrogen Bond Donor Count: 4
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 2
• Exact Mass: 178.04773803
• Heavy Atom Count: 12
• Complexity: 181

Purity/Quality:

98%, ^*data from raw suppliers

D-Mannono-1,4-lactone ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C(C(C1C(C(C(=O)O1)O)O)O)O
• Isomeric SMILES: C([C@H]([C@@H]1[C@@H]([C@@H](C(=O)O1)O)O)O)O
• Uses: D-Mannono-1,4-lactone acts as an inhibitor to β-galactosidase of Escherichia coli providing proof that the furanose form of this sugar was contributory to its efficacy.

Technology Process of D-Mannono-1,4-lactone

There total 23 articles about D-Mannono-1,4-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: 100.0%

D-Mannose (530-26-7) → D-mannono-1,4-lactone (26301-79-1)

Guidance literature:

With bromine; sodium hydrogencarbonate; In water; at 20 ℃; for 96h;

DOI:10.1016/j.tet.2003.12.062

Reference yield: 82.0%

isoascorbic acid (89-65-6,98966-42-8) → D-mannono-1,4-lactone (26301-79-1)

Guidance literature:

With hydrogen; palladium on activated charcoal; In methanol; water; under 2585.74 Torr;

DOI:10.1016/S0040-4020(02)00757-3

Reference yield: 52.0%

D-galactose N,N'-diphenylformazan (19242-59-2,26754-43-8,26754-44-9,30694-33-8,30694-35-0,30694-36-1,58174-97-3) → D-galactono-1,4-lactone (1128-23-0,1128-24-1,1198-69-2,1668-08-2,2426-46-2,2782-07-2,3158-30-3,3327-64-8,6322-07-2,10238-03-6,10366-82-2,18404-70-1,22430-23-5,23666-11-7,26301-79-1,29474-78-0,74464-44-1,78184-43-7,83602-36-2,119008-75-2,127997-10-8)

Guidance literature:

With trifluoroacetic acid; In methanol; acetone; for 120h; Ambient temperature;

DOI:10.1016/0008-6215(94)90007-8

upstream raw materials:

mannonic acid

D-mannonic acid ethyl ester

δ-D-mannonolactone

2,3,4,6-tetra-O-methyl-D-mannono-1,5-lactone

Downstream raw materials:

γ-Lacton d. 2,3,5,6-Tetramethyl-mannonsaeure

D-Mannose

mannitol

gluconic acid

Refernces

• 1、 Chaveriat, Ludovic,Stasik, Imane,Demailly, Gilles,Beaupère, Daniel. "Improved synthesis of 6-amino-6-deoxy-D-galactono-1,6-lactam and D-mannono-1,6-lactam from corresponding unprotected D-hexono-1,4-lactones". . p. 2079 - 2081. Retrieved 2004.
• 2、 Bierenstiel, Matthias,Schlaf, Marcel. "δ-Galactonolactone: Synthesis, isolation, and comparative structure and stability analysis of an elusive sugar derivative". . p. 1474 - 1481. Retrieved 2007/10/03.