2-Acetamido-2-deoxy-D-galactonolactone

Base Information

• Chemical Name: 2-Acetamido-2-deoxy-D-galactonolactone
• CAS No.: 24960-16-5
• Molecular Formula: C₈H₁₃NO₆
• Molecular Weight: 219.194
• European Community (EC) Number: 246-547-0
• DSSTox Substance ID: DTXSID401209580
• Nikkaji Number: J286.434G
• Mol file: 24960-16-5.mol

Synonyms:2-acetamido-2-deoxy-D-galactolactone

Chemical Property of 2-Acetamido-2-deoxy-D-galactonolactone

Chemical Property:

• XLogP3: -2
• Hydrogen Bond Donor Count: 4
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 2
• Exact Mass: 219.07428713
• Heavy Atom Count: 15
• Complexity: 268

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(=O)NC1C(C(C(OC1=O)CO)O)O
• Isomeric SMILES: CC(=O)N[C@@H]1[C@H]([C@H]([C@H](OC1=O)CO)O)O

Technology Process of 2-Acetamido-2-deoxy-D-galactonolactone

There total 5 articles about 2-Acetamido-2-deoxy-D-galactonolactone 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:

N-acetyl-D-glucosamine (14131-68-1) → 2-Acetamido-2-deoxy-D-glucono-1,5-lactone (19026-22-3,24960-16-5)

Guidance literature:

With N-acetyl-D-hexosamine oxidase (EC 1.1.3.29); In aq. phosphate buffer; at 20 ℃; for 1h; pH=7.5; Enzymatic reaction;

DOI:10.1002/cbic.202100510

Reference yield:

→ 2-Acetamido-2-deoxy-D-glucono-1,5-lactone (19026-22-3,24960-16-5)

Guidance literature:

Verb. 2, H2/Pd;

DOI:10.1016/S0008-6215(00)86165-0

Reference yield:

N-Acetyl-D-glucosamine (7512-17-6,72-87-7,1136-42-1,1136-44-3,6082-29-7,6730-06-9,7772-94-3,10036-64-3,14131-60-3,14131-64-7,14131-68-1,14215-68-0,62057-49-2,62057-50-5,62057-51-6,62057-52-7,62057-53-8,62057-54-9,62057-55-0,62057-56-1,62075-50-7,62137-54-6,134451-97-1,134522-12-6,148347-16-4) → N-acetylmannosaminolactone (24960-16-5)

Guidance literature:

N-Acetyl-D-glucosamine; With bacterial β-N-acetyl-hexosaminidase from Zobellia galactanivorans; In acetonitrile; at 20 ℃; Enzymatic reaction;

With bacterial N-acetylglucosamine 2-epimerase; N-acetyl-D-mannosamine dehydrogenase; nicotiamide adenine dinucleotide; In aq. phosphate buffer; for 1.25h; pH=8; Enzymatic reaction;

DOI:10.1080/07328303.2017.1321116

upstream raw materials:

N-acetyl-D-glucosamine

N-acetyl-D-mannosamine

N-Acetyl-D-glucosamine

Downstream raw materials:

N-acetylmannosaminic acid

Refernces

• 1、 Rembeza, Elzbieta,Boverio, Alessandro,Fraaije, Marco W.,Engqvist, Martin K. M.. "Discovery of Two Novel Oxidases Using a High-Throughput Activity Screen". . . Retrieved 2021/11/23.
• 2、 Pravdic,Fletcher Jr.. "The oxidation of partially substituted 2-acetamido-2-deoxyaldoses with methyl sulfoxide-acetic anhydride. Some 2-acetamido-2-deoxyaldonic acid derivatives.". . p. 353 - 364. Retrieved 2007/10/11.