3-Deoxy-d-ribo-hexono-1,4-lactone

Base Information

• Chemical Name: 3-Deoxy-d-ribo-hexono-1,4-lactone
• CAS No.: 499-87-6
• Molecular Formula: C6H10 O5
• Molecular Weight: 162.142
• Hs Code.: 2940006000
• DSSTox Substance ID: DTXSID501274685
• Nikkaji Number: J12.224F
• Mol file: 499-87-6.mol

Synonyms:3-deoxy-d-ribo-hexono-1,4-lactone;3-Deoxy-D-ribo-hexonic acid gamma-lactone;SCHEMBL7150023;DTXSID501274685;(3R,5S)-5-[(1R)-1,2-dihydroxyethyl]-3-hydroxyoxolan-2-one

Chemical Property of 3-Deoxy-d-ribo-hexono-1,4-lactone

Chemical Property:

• PSA: 86.99000
• LogP: -1.98400
• XLogP3: -1.6
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 2
• Exact Mass: 162.05282342
• Heavy Atom Count: 11
• Complexity: 157

Purity/Quality:

99%, ^*data from raw suppliers

3-Deoxy-D-ribo-hexono-1,4-lactone ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1C(C(=O)OC1C(CO)O)O
• Isomeric SMILES: C1[C@H](C(=O)O[C@@H]1[C@@H](CO)O)O
• Uses: 3-Deoxy-D-ribo-hexono-1,4-lactone, is a building block used in synthesis of various compounds.

Technology Process of 3-Deoxy-d-ribo-hexono-1,4-lactone

There total 14 articles about 3-Deoxy-d-ribo-hexono-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: 54.0%

4,5,6-trihydroxy-2-oxohexanoic acid (17510-99-5) → 3-deoxy-D-mannonic acid (1518-64-5) + 3-deoxy-D-arabino-hexono-1,4-lactone (499-87-6,6936-66-9,20261-95-4,20261-96-5,50480-80-3,55658-88-3,66537-22-2,79645-44-6,104760-51-2,119008-23-0,134524-29-1)

Guidance literature:

With hydrogen; palladium 10% on activated carbon; In water; at 48 ℃; for 9 - 20h; Product distribution / selectivity;

Reference yield: 1.8%

3-deoxy-α-D-ribo-hexofuranose (75800-78-1) → 3-deoxy-D-ribo-hexono-1,4-lactone (499-87-6)

Guidance literature:

With bromine; barium carbonate; In water; for 144h; Ambient temperature;

Reference yield:

3-deoxy-D-arabino-hexono-1,4-lactone (50480-80-3) → 3-deoxy-D-ribo-hexono-1,4-lactone (499-87-6)

Guidance literature:

With sodium hydroxide; In water; at 150 ℃; for 24h;

upstream raw materials:

3-deoxy-D-ribo-hexonic acid

D-erythro-3-deoxy-[2]hexosulose-bis-phenylhydrazone

3-deoxy-D-arabino-hexono-1,4-lactone

3-deoxy-α-D-ribo-hexofuranose

Downstream raw materials:

3-deoxy-D-glucose

3-deoxi-D-glucitol

tri-O-acetyl-3-deoxy-D-ribo-hexono-1,4-lactone

Refernces

• 1、 Best, Wayne M.,Harrowfield, Jack M.,Shand, Todd M.,Stick, Robert V.. "Aluminium(III) Coordination to Hydroxy Carboxylates: the Influence of Hydroxy Substituents Enabling Tridentate Binding". . p. 2023 - 2032. Retrieved 2007/10/02.
• 2、 Richards, Geoffrey N.,Shafizadeh, Fred. "FORMATION OF GLUCOMETASACCHARINOLACTONES IN THE PYROLYSIS OF CURDLAN, A (1->3)-β-D-GLUCAN". . p. 83 - 92. Retrieved 2007/10/02.