2,3,4,6-Tetra-O-acetyl-D-mannopyranose

Base Information

• Chemical Name: 2,3,4,6-Tetra-O-acetyl-D-mannopyranose
• CAS No.: 58645-20-8
• Molecular Formula: C14H20O10
• Molecular Weight: 348.3
• DSSTox Substance ID: DTXSID50471943
• Nikkaji Number: J926.043I
• Mol file: 58645-20-8.mol

Synonyms:2,3,4,6-TETRA-O-ACETYL-D-MANNOPYRANOSE;140147-37-1;58645-20-8;D-Mannopyranose,2,3,4,6-tetraacetate;[(2R,3R,4S,5S)-3,4,5-triacetyloxy-6-hydroxyoxan-2-yl]methyl acetate;(2R,3R,4S,5S)-2-(Acetoxymethyl)-6-hydroxytetrahydro-2H-pyran-3,4,5-triyl triacetate;Tetra-O-acetyl-d-mannopyranose;SCHEMBL3797380;DTXSID50471943;[(2R,3R,4S,5S)-3,4,5-TRIS(ACETYLOXY)-6-HYDROXYOXAN-2-YL]METHYL ACETATE;MFCD04039684;AKOS022180430;2,3,4,6-tetra-O-acetyl-mannopyranose;2,3,4,6-Tetra-O-acetylhexopyranose #;2,3,4,6-Tetra-O-acetyl-D-mannopyranose, 95%;2,3,4,6-tetra-O-acetyl-alpha,beta-d-mannopyranose;J-007360

Chemical Property of 2,3,4,6-Tetra-O-acetyl-D-mannopyranose

Chemical Property:

• Boiling Point: 466.3±45.0 °C(Predicted)
• PKA: 12.86±0.20(Predicted)
• Density: 1.290±0.06 g/cm3(Predicted)
• Storage Temp.: -20°C Freezer
• XLogP3: 0.1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 10
• Rotatable Bond Count: 9
• Exact Mass: 348.10564683
• Heavy Atom Count: 24
• Complexity: 502

Purity/Quality:

95% ^*data from raw suppliers

2,3,4,6-Tetra-O-acetyl-D-mannopyranose ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(=O)OCC1C(C(C(C(O1)O)OC(=O)C)OC(=O)C)OC(=O)C
• Isomeric SMILES: CC(=O)OC[C@@H]1[C@H]([C@@H]([C@@H](C(O1)O)OC(=O)C)OC(=O)C)OC(=O)C
• Uses: 2,3,4,6-Tetra-O-acetyl-D-mannopyranose (cas# 58645-20-8) is a compound useful in organic synthesis.

Technology Process of 2,3,4,6-Tetra-O-acetyl-D-mannopyranose

There total 11 articles about 2,3,4,6-Tetra-O-acetyl-D-mannopyranose 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:

tetra-O-acetyl-α-D-altropyranosyl chloride (17081-03-7) → O2,O3,O4,O6-Tetraacetyl-D-altrose (40437-08-9,58645-20-8,74638-64-5)

Guidance literature:

With acetone;

DOI:10.1021/ja01851a066

Reference yield:

acetic anhydride (108-24-7) → O2,O3,O4,O6-Tetraacetyl-galactose (40437-08-9,58645-20-8,74638-64-5)

Guidance literature:

With hydrogen bromide; acetic acid; by/at 71-73 degree melting tetraacetylgalactose; und extrahiert mit Chloroform und behandelt die so erhaltene Acetobromgalaktose in Methanol-Loesung mit Silbercarbonat;

Reference yield:

1,2,3,4,6-penta-O-acetyl-β-D-altropyranose (43169-25-1) → O2,O3,O4,O6-Tetraacetyl-D-altrose (40437-08-9,58645-20-8,74638-64-5)

Guidance literature:

Multi-step reaction with 2 steps

1: titanium (IV)-chloride; chloroform

2: aqueous acetone

With chloroform; titanium tetrachloride; acetone;

DOI:10.1021/ja01851a066

upstream raw materials:

glucose

acetic anhydride

acetic acid

2,3,4,6-tetra-O-acetyl-α-D-glucopyranosyl bromide

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