2,5-Bis(hydroxymethyl)oxolane-3,4-diol

Base Information

• Chemical Name: 2,5-Bis(hydroxymethyl)oxolane-3,4-diol
• CAS No.: 41107-82-8
• Molecular Formula: C6H12 O5
• Molecular Weight: 164.158
• Hs Code.: 2932190090
• NSC Number: 129241
• DSSTox Substance ID: DTXSID60961441
• Mol file: 41107-82-8.mol

Synonyms:2,5-bis(hydroxymethyl)oxolane-3,4-diol;NSC-129241;2,5-Anhydrohexitol;D-Mannitol,5-anhydro-;SCHEMBL4439225;SCHEMBL24115372;SCHEMBL24243426;DTXSID60961441;BCP31130;NSC129241;FT-0610245;FT-0610247

Chemical Property of 2,5-Bis(hydroxymethyl)oxolane-3,4-diol

Chemical Property:

• Appearance/Colour: White crystalline chunks chunks.
• Vapor Pressure: 1.14E-08mmHg at 25°C
• Melting Point: 100-103 ºC
• Refractive Index: 1.556
• Boiling Point: 416.2°Cat760mmHg
• PKA: 13.26±0.70(Predicted)
• Flash Point: 205.5°C
• PSA: 90.15000
• Density: 1.48g/cm³
• LogP: -2.53980
• Storage Temp.: 2-8°C
• Solubility.: Methanol (Slightly), Water (Slightly)
• XLogP3: -1.5
• Hydrogen Bond Donor Count: 4
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 2
• Exact Mass: 164.06847348
• Heavy Atom Count: 11
• Complexity: 114

Purity/Quality:

99% ^*data from raw suppliers

2,5-Anhydro-D-mannitol ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xi
• Safety Statements: 24/25

MSDS Files:

Useful:

• Canonical SMILES: C(C1C(C(C(O1)CO)O)O)O
• Uses: A carbohydrate metabolism regulator that has been shown to inhibit gluconeogenesis from lactate plus pyruvate and from substrates that enter the gluconeogenic pathway as triose phosphate

Technology Process of 2,5-Bis(hydroxymethyl)oxolane-3,4-diol

There total 44 articles about 2,5-Bis(hydroxymethyl)oxolane-3,4-diol 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%

2,5-anhydro-3,4,6-tri-O-benzyl-D-mannitol (102208-55-9) → 2,5-anhydro-D-mannitol (41107-82-8)

Guidance literature:

With hydrogen; palladium on activated charcoal; In methanol; at 20 ℃; for 18h;

DOI:10.1021/jo0003908

Reference yield: 99.0%

2,5-anhydro-D-mannose (495-75-0) → 2,5-anhydro-D-mannitol (41107-82-8)

Guidance literature:

With sodium tetrahydroborate; In water; for 24h;

DOI:10.1021/jo00130a026

Reference yield: 96.0%

(2R,3R,4R,5R)-2,5-bis(acetoxymethyl) tetrahydrofuran-3,4-diyldiacetate (42400-20-4) → 2,5-anhydro-D-mannitol (41107-82-8)

Guidance literature:

With sodium methylate; In methanol; at 25 ℃; for 1h;

DOI:10.2174/1570178612666150819194241

upstream raw materials:

2,5-anhydro-D-mannose

2-deoxy-2-amino glucose

D-sorbitol

D-(+)-glucosamine hydrochloride

Downstream raw materials:

2,5-anhydro-1-O-trimsyl-D-mannitol

2,5-anhydro-1,6-di-O-trimsyl-D-mannitol

2,5-anhydro-1-O-trityl-D-mannitol

(2R,3S,4S,5R)-3,4-dihydroxy(tetrahydrofuran-2,5-diyl)bis(methylene) dibenzoate

Refernces

• 1、 Nahrjou, Nazanin,Ghosh, Avik,Tanasova, Marina. "Targeting of glut5 for transporter-mediated drug-delivery is contingent upon substrate hydrophilicity". . . Retrieved 2021/05/18.
• 2、 -. "PURE HEPTASULFATED DISACCHARIDES HAVING IMPROVED ORAL BIOAVAILABILITY". Paragraph 0076-0077. . Retrieved 2018/03/09.