2,3,4,6-TETRA-O-ACETYL-BETA-D-GLUCOPYRANOSYLAMINE

Base Information

• Chemical Name: 2,3,4,6-TETRA-O-ACETYL-BETA-D-GLUCOPYRANOSYLAMINE
• CAS No.: 51642-81-0
• Molecular Formula: C₁₄H₂₁NO₉
• Molecular Weight: 347.322
• Mol file: 51642-81-0.mol

Synonyms:NSC272457;Tetra-O-acetyl-b-D-glucopyranosylamine;

Chemical Property of 2,3,4,6-TETRA-O-ACETYL-BETA-D-GLUCOPYRANOSYLAMINE

Chemical Property:

• Vapor Pressure: 5.53E-07mmHg at 25°C
• Melting Point: 127 °C
• Refractive Index: 1.493
• Boiling Point: 411.6 °C at 760 mmHg
• PKA: 7.37±0.70(Predicted)
• Flash Point: 143.2 °C
• PSA: 140.45000
• Density: 1.3 g/cm³
• LogP: -0.27150

Purity/Quality:

98% ^*data from raw suppliers

2,3,4,6-tetraacetate-β-D-glucopyranosylamine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 2,3,4,6-TETRA-O-ACETYL-BETA-D-GLUCOPYRANOSYLAMINE

There total 31 articles about 2,3,4,6-TETRA-O-ACETYL-BETA-D-GLUCOPYRANOSYLAMINE 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: 100.0%

1-azido-1-deoxy-β-D-glucopyranoside tetraacetate (13992-25-1) → 2,3,4,6-tetra-O-acetyl-D-glucosyl-1-amine (41355-50-4,51642-81-0,58484-22-3,70128-27-7,70145-20-9,94482-21-0,98300-76-6)

Guidance literature:

With hydrogen; palladium on activated charcoal;

DOI:10.1039/b201296k

Reference yield: 100.0%

(2R,3S,4S,5R,6R)-2-(acetoxymethyl)-6-azidotetrahydro-2H-pyran-3,4,5-triyl triacetate (13992-26-2) → 2,3,4,6-tetra-O-acetyl-β-D-galactopyranosylamine (41355-50-4,51642-81-0,70128-27-7,70145-20-9,94482-21-0,98300-76-6,58484-22-3)

Guidance literature:

With hydrogen; palladium on activated charcoal;

DOI:10.1039/b201296k

Reference yield: 84.0%

2,3,4,6-tetra-O-acetyl-N-(fluoren-9-ylmethoxycarbonyl)-β-D-glucopyranosylamine (152844-02-5) → 2,3,4,6-tetra-O-acetyl-D-glucosyl-1-amine (41355-50-4,51642-81-0,58484-22-3,70128-27-7,70145-20-9,94482-21-0,98300-76-6)

Guidance literature:

With piperidine; In tetrahydrofuran; for 0.166667h; Ambient temperature;

upstream raw materials:

2,3,4,6-tetra-O-acetyl-β-D-glucopyranosylamine hydrobromide

2,3,4,6-tetra-O-acetyl-N-(fluoren-9-ylmethoxycarbonyl)-β-D-glucopyranosylamine

1-azido-1-deoxy-β-D-glucopyranoside tetraacetate

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

Downstream raw materials:

D-Mannose pentaacetate

2,3,4,5-tetra-O-acetyl-D-glucopyranose

β-D-glucose pentaacetate

α-D-glucopyranose peracetylate

Refernces

• 1、 Sr?an, Laura,Ziegler, Thomas. "Synthesis of new asparagine-based glycopeptides for future scanning tunneling microscopy investigations". supporting information. p. 888 - 894. Retrieved 2020/05/18.
• 2、 Galan, M. Carmen,Ghirardello, Mattia,Ledru, Helene,Sau, Abhijit. "Chemo-selective Rh-catalysed hydrogenation of azides into amines". supporting information. . Retrieved 2020/02/18.