1,3,4,6-TETRA-O-ACETYL-2-AMINO-2-DESOXY-BETA-D-GLUCOPYRANOSE HYDROCHLORIDE

Base Information

• Chemical Name: 1,3,4,6-TETRA-O-ACETYL-2-AMINO-2-DESOXY-BETA-D-GLUCOPYRANOSE HYDROCHLORIDE
• CAS No.: 26108-75-8
• Molecular Formula: C₁₄H₂₁NO₉
• Molecular Weight: 347.322
• Mol file: 26108-75-8.mol

Synonyms:Glucopyranose,2-amino-2-deoxy-, 1,3,4,6-tetraacetate, b-D- (8CI);1,3,4,6-Tetra-O-acetyl-2-amino-2-deoxy-b-D-glucopyranose;1,3,4,6-Tetra-O-acetyl-b-D-glucosamine; Tetra-O-acetylglucosamine

Chemical Property of 1,3,4,6-TETRA-O-ACETYL-2-AMINO-2-DESOXY-BETA-D-GLUCOPYRANOSE HYDROCHLORIDE

Chemical Property:

• Vapor Pressure: 1.39E-07mmHg at 25°C
• Melting Point: 225oC
• Boiling Point: 429.5oC at 760 mmHg
• PKA: 7.57±0.70(Predicted)
• Flash Point: 158.3oC
• PSA: 140.45000
• Density: 1.30±0.1 g/cm3(Predicted)
• LogP: 0.53050

Purity/Quality:

98% ^*data from raw suppliers

1,3,4,6-Tetra-O-acetyl-2-amino-2-deoxy-α-D-glucopyranose Hydrochloride ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 1,3,4,6-TETRA-O-ACETYL-2-AMINO-2-DESOXY-BETA-D-GLUCOPYRANOSE HYDROCHLORIDE

There total 21 articles about 1,3,4,6-TETRA-O-ACETYL-2-AMINO-2-DESOXY-BETA-D-GLUCOPYRANOSE HYDROCHLORIDE 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: 98.0%

1,3,4,6-tetra-O-acetyl-D-glucosamine hydrochloride (5432-46-2,10034-19-2,10034-20-5,34948-62-4,110253-00-4,1191127-63-5) → tetra-acetyl glucosamine (17460-45-6,23707-23-5,23739-93-7,23743-51-3,26108-75-8,59042-16-9,124516-07-0,124580-56-9)

Guidance literature:

With sodium carbonate; In dichloromethane; for 0.5h;

DOI:10.1016/j.bmc.2016.12.024

Reference yield: 80.0%

1,3,4,6-tetra-O-acetyl-2-deoxy-2-(4-methoxybenzylidene)amino-β-D-glucopyranose (7597-81-1) → tetra-acetyl glucosamine (17460-45-6,23707-23-5,23739-93-7,23743-51-3,26108-75-8,59042-16-9,124516-07-0,124580-56-9)

Guidance literature:

With hydrogenchloride; sodium acetate; In acetone;

DOI:10.1002/jps.2600830714

Reference yield: 75.8%

C22H27NO10 → tetra-acetyl glucosamine (17460-45-6,23707-23-5,23739-93-7,23743-51-3,26108-75-8,59042-16-9,124516-07-0,124580-56-9)

Guidance literature:

With hydrogenchloride; In acetone; for 4h; Heating;

DOI:10.1002/anie.200702183

upstream raw materials:

1,3,4,6-tetra-O-acetyl-2-deoxy-2-(4-methoxybenzylidene)amino-β-D-glucopyranose

2-(2-acetoxy-benzylidenamino)-tetra-O-acetyl-2-deoxy-β-D-glucopyranose

2-(benzylidene)amino-2-deoxy-1,3,4,6-tetra-O-acetyl-β-D-glucopyranose

(2S,3R,4R,5S,6R)-6-(acetoxymethyl)-3-((E)-(4-methoxybenzylidene)amino)tetrahydro-2Hpyran-2,4,5-triyl triacetate

Refernces

• 1、 Mohammed, Aya A. M.,Okechukwu, Patrick N.,Shehadeh, Mayadah B.,Suaifan, Ghadeer A. R. Y.. "Design, synthesis and antimicrobial evaluation of novel glycosylated-fluoroquinolones derivatives". . . Retrieved 2020/07/04.
• 2、 Bachem, Gunnar,Baukmann, Hannes,Dernedde, Jens,Fuchsberger, Felix,Kim, Dongyoon,Rademacher, Christoph,Seitz, Oliver,Silberreis, Kim,Wamhoff, Eike-Christian. "Rational Design of a DNA-Scaffolded High-Affinity Binder for Langerin". supporting information. p. 21016 - 21022. Retrieved 2020/09/21.