1,2,4,6-Tetra-O-acetyl-3-deoxy-D-glucopyranose

Base Information

• Chemical Name: 1,2,4,6-Tetra-O-acetyl-3-deoxy-D-glucopyranose
• CAS No.: 5040-09-5
• Molecular Formula: C14H20O9
• Molecular Weight: 332.3
• Hs Code.: 2932999099
• Mol file: 5040-09-5.mol

Synonyms:tetraacetate-3-deoxy glucose;3-Deoxy-1,2,4,6-tetra-O-acetyl-D-glucopyranose;3-Deoxy-D-ribo-hexopyranose Tetraacetate;3-deoxy-D-glucopyranose tetraacetate;1,2,4,6-TETRA-O-ACETYL-3-DEOXY-D-GLUCOPYRANOSE;1,2,4,6-tetra-O-acetyl-3-deoxy-ribo-hexopyranose;

Chemical Property of 1,2,4,6-Tetra-O-acetyl-3-deoxy-D-glucopyranose

Chemical Property:

• Melting Point: 124-126oC
• Boiling Point: 401.1 °C at 760 mmHg
• Flash Point: 174.9 °C
• PSA: 114.43000
• Density: 1.26 g/cm³
• LogP: 0.09100

Purity/Quality:

98%Min ^*data from raw suppliers

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

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: 3-Deoxy-1,2,4,6-tetra-O-acetyl-D-glucopyranose (cas# 5040-09-5) is a compound useful in organic synthesis.

Technology Process of 1,2,4,6-Tetra-O-acetyl-3-deoxy-D-glucopyranose

There total 8 articles about 1,2,4,6-Tetra-O-acetyl-3-deoxy-D-glucopyranose 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: 20.0%

acetic anhydride (108-24-7) + 3-deoxy-1,2;5,6-di-O-isopropylidene-α-D-glucofuranoside (4613-62-1) → 1,2,4,6-tetra-O-acetyl-3-deoxy-ribo-hexopyranose (5040-09-5)

Guidance literature:

3-deoxy-1,2;5,6-di-O-isopropylidene-α-D-glucofuranoside; With trifluoroacetic acid; In water; acetic acid; at 20 ℃;

acetic anhydride; With pyridine; Further stages.;

DOI:10.1016/j.carres.2008.01.031

Reference yield:

→ 3-Desoxy-β-DL-ribohexopyranose-tetraacetat (5040-09-5,13241-05-9,15451-80-6,23655-58-5,28538-18-3,34685-47-7,69980-05-8,115938-44-8,149884-52-6)

Guidance literature:

10 (R = H), Ac2O/Py.;

DOI:10.1139/v71-556

Reference yield:

→ Tetra-O-acetyl-3-desoxy-β-D-ribo-/arabino-hexose (5040-09-5,13241-05-9,15451-80-6,23655-58-5,28538-18-3,34685-47-7,69980-05-8,115938-44-8,149884-52-6)

Guidance literature:

aus 1,2,4,6-Tetra-O-acetyl-2,3-didehydro-3-desoxy-β-D-erythro-hexose (IV) mit H2 ueber Pd/BaSO4 in Aethylacetat;

DOI:10.1039/jr9650002830

upstream raw materials:

acetic anhydride

3-deoxy-1,2;5,6-di-O-isopropylidene-α-D-glucofuranoside

3-deoxy-D-ribo-hexopyranose

1,2:5,6-di-O-isopropylidene-α-D-glucofuranose

Downstream raw materials:

S-phenyl 2,4,6-tri-O-acetyl-3-deoxy-β-D-ribo-thiohexopyranoside

2,4-dinitrophenyl-3-deoxy-β-D-ribo-hexopyranoside

2,4-dinitrophenyl-2,4,6-tri-O-acetyl-3-deoxy-β-D-ribo-hexopyranoside

Refernces

• 1、 -. "BICYCLIC MORPHOLINO COMPOUNDS AND OLIGOMERIC COMPOUNDS PREPARED THEREFROM". . . Retrieved 2016/08/03.
• 2、 -. "HALOGENATED DIDEOXY SACCHARIDE DERIVATIVES, PREPARATION METHOD AND USE THEREOF". Page/Page column 8; 10. . Retrieved 2012/12/13.