3,4-Dihydroxy-5-(hydroxymethyl)oxolane-2-carbaldehyde

Base Information

• Chemical Name: 3,4-Dihydroxy-5-(hydroxymethyl)oxolane-2-carbaldehyde
• CAS No.: 495-75-0
• Molecular Formula: C6H10 O5
• Molecular Weight: 162.142
• Hs Code.: 2940000080
• DSSTox Substance ID: DTXSID70964241
• Mol file: 495-75-0.mol

Synonyms:3,4-dihydroxy-5-(hydroxymethyl)oxolane-2-carbaldehyde;2,5-Anhydrohexose;SCHEMBL15011450;DTXSID70964241;AKOS030240699;FT-0662207;3,4-dihydroxy-5-hydroxylmethyl tetrahydrofuran-2-carbaldehyde

Chemical Property of 3,4-Dihydroxy-5-(hydroxymethyl)oxolane-2-carbaldehyde

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Boiling Point: 404.697°C at 760 mmHg
• PKA: 13.21±0.70(Predicted)
• Flash Point: 175.985°C
• PSA: 86.99000
• Density: 1.64g/cm³
• LogP: -2.33320
• Storage Temp.: Hygroscopic, -20°C Freezer, Under Inert Atmosphere
• XLogP3: -1.3
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 2
• Exact Mass: 162.05282342
• Heavy Atom Count: 11
• Complexity: 148

Purity/Quality:

98%Min ^*data from raw suppliers

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

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: C(C1C(C(C(O1)C=O)O)O)O
• Uses: 2,5-ANHYDRO-D-MANNOSE is a mixture of the acetal and aldehyde forms.

Technology Process of 3,4-Dihydroxy-5-(hydroxymethyl)oxolane-2-carbaldehyde

There total 2 articles about 3,4-Dihydroxy-5-(hydroxymethyl)oxolane-2-carbaldehyde 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:

2-O-α-D-mannopyranosyl-D-mannose (534-46-3,2140-29-6,7286-57-9,7368-73-2,28447-37-2,30633-98-8,33530-07-3,40871-49-6,42859-28-9,50728-37-5,50728-38-6,52611-35-5,53777-23-4,72244-38-3,78684-25-0,82443-88-7,82443-89-8,93601-68-4,96094-90-5,101144-30-3,132438-08-5) → D-Mannose (3458-28-4) + 2-(2-acetylhydrazino)-2-deoxy-β-D-mannose + 2-(2-acetylhydrazino)-2-deoxy-α-D-mannose + 2,5-anhydro-D-mannose (495-75-0)

Guidance literature:

Yield given. Multistep reaction. Yields of byproduct given;

DOI:10.1021/jo00130a026

Reference yield:

acetic anhydride (108-24-7) + 2-O-α-D-mannopyranosyl-D-mannose (534-46-3,2140-29-6,7286-57-9,7368-73-2,28447-37-2,30633-98-8,33530-07-3,40871-49-6,42859-28-9,50728-37-5,50728-38-6,52611-35-5,53777-23-4,72244-38-3,78684-25-0,82443-88-7,82443-89-8,93601-68-4,96094-90-5,101144-30-3,132438-08-5) → D-Mannose (3458-28-4) + 2-(2-acetylhydrazino)-2-deoxy-β-D-mannose + 2-(2-acetylhydrazino)-2-deoxy-α-D-mannose + 2,5-anhydro-D-mannose (495-75-0)

Guidance literature:

Yield given. Multistep reaction. Yields of byproduct given. Title compound not separated from byproducts;

DOI:10.1021/jo00130a026

Reference yield: 100.0%

O-(4-methoxybenzyl)-hydroxylamine HCl + 2,5-anhydro-D-mannose (495-75-0) → (2R,3S,4S,5R)-3,4-Dihydroxy-5-hydroxymethyl-tetrahydro-furan-2-carbaldehyde O-(4-methoxy-benzyl)-oxime (365278-79-1)

Guidance literature:

In acetate buffer; at 20 ℃; for 0.333333h; pH=4;

DOI:10.1016/S0008-6215(01)00115-X

upstream raw materials:

acetic anhydride

2-O-α-D-mannopyranosyl-D-mannose

Downstream raw materials:

5-hydroxymethyl-2-furfuraldehyde

2,5-anhydro-D-mannose-diphenylhydrazone

2,5-anhydro-D-mannitol

2,5-anhydro-D-mannose oxime