2,3,4,5,6-Penta-O-acetyl-D-galactononitrile

Base Information

• Chemical Name: 2,3,4,5,6-Penta-O-acetyl-D-galactononitrile
• CAS No.: 35439-42-0
• Molecular Formula: C₁₆H₂₁NO₁₀
• Molecular Weight: 387.343
• Hs Code.: 2926909090
• Nikkaji Number: J819.102F
• Mol file: 35439-42-0.mol

Synonyms:2,3,4,5,6-PENTA-O-ACETYL-D-GALACTONONITRILE;35439-42-0;INCBLRCTSZYSJE-JJXSEGSLSA-N;40732-44-3;W-202451;(1S,2R,3S,4R)-1-Cyanopentane-1,2,3,4,5-pentayl pentaacetate;[(2R,3S,4R,5S)-2,3,4,5-tetraacetyloxy-5-cyanopentyl] acetate;Rel-(1R,2S,3R,4S)-1-cyanopentane-1,2,3,4,5-pentayl pentaacetate

Chemical Property of 2,3,4,5,6-Penta-O-acetyl-D-galactononitrile

Chemical Property:

• PSA: 155.29000
• LogP: -0.20012
• XLogP3: -0.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 11
• Rotatable Bond Count: 14
• Exact Mass: 387.11654587
• Heavy Atom Count: 27
• Complexity: 634

Purity/Quality:

98%min ^*data from raw suppliers

2,3,4,5,6-PENTA-O-ACETYL-D-GALACTONONITRILE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(=O)OCC(C(C(C(C#N)OC(=O)C)OC(=O)C)OC(=O)C)OC(=O)C
• Isomeric SMILES: CC(=O)OC[C@H]([C@@H]([C@@H]([C@H](C#N)OC(=O)C)OC(=O)C)OC(=O)C)OC(=O)C

Technology Process of 2,3,4,5,6-Penta-O-acetyl-D-galactononitrile

There total 48 articles about 2,3,4,5,6-Penta-O-acetyl-D-galactononitrile 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: 85.0%

D-glucose (50-99-7) + acetic anhydride (108-24-7) → 2,3,4,5,6-pentaacetoxy-D-glucononitrile (6337-12-8,35439-42-0,40732-44-3,75004-10-3,83830-73-3,83830-74-4,127000-04-8,127000-05-9,127000-06-0,127000-07-1,132202-32-5,132202-33-6,132202-34-7,132204-32-1,132204-33-2,6272-51-1)

Guidance literature:

With ammonium hydroxide; N-Bromosuccinimide; at 0 ℃;

DOI:10.1080/00397910500522009

Reference yield:

neutral polysaccharide AMP40N + acetic anhydride (108-24-7) → L-arabinose aldonitrile peracetate (25546-40-1) + 2,3,4,5,6-pentaacetoxy-D-glucononitrile (6337-12-8,35439-42-0,40732-44-3,75004-10-3,83830-73-3,83830-74-4,127000-04-8,127000-05-9,127000-06-0,127000-07-1,132202-32-5,132202-33-6,132202-34-7,132204-32-1,132204-33-2,6272-51-1)

Guidance literature:

neutral polysaccharide AMP₄₀N; With water; trifluoroacetic acid; at 120 ℃; for 2h;

acetic anhydride; With pyridine; hydroxylamine hydrochloride;

DOI:10.1016/j.carbpol.2014.10.019

Reference yield:

acidic polysaccharide AMP40S + acetic anhydride (108-24-7) → L-arabinose aldonitrile peracetate (25546-40-1) + L-rhamnose aldonitrile peracetate (6298-84-6,40732-36-3,40732-37-4,65700-89-2,6303-61-3) + 2,3,4,5,6-pentaacetoxy-D-glucononitrile (6337-12-8,35439-42-0,40732-44-3,75004-10-3,83830-73-3,83830-74-4,127000-04-8,127000-05-9,127000-06-0,127000-07-1,132202-32-5,132202-33-6,132202-34-7,132204-32-1,132204-33-2,6272-51-1) + penta-O-acetyl-D-galactonic acid nitrile (35439-42-0)

Guidance literature:

acidic polysaccharide AMP₄₀S; With water; trifluoroacetic acid; at 120 ℃; for 2h;

acetic anhydride; With pyridine; hydroxylamine hydrochloride;

DOI:10.1016/j.carbpol.2014.10.019

upstream raw materials:

glucose

2,3,4,5,6-penta-O-acetyl-D-gluconamide

D-gluconitrile

sodium acetate

Downstream raw materials:

D-Arabinose

D-galactonamide