3,4,6-Tri-O-acetyl-α-D-Glucopyranose 1,2-(Ethyl Orthoacetate)

Base Information

• Chemical Name: 3,4,6-Tri-O-acetyl-α-D-Glucopyranose 1,2-(Ethyl Orthoacetate)
• CAS No.: 3254-17-9
• Molecular Formula: C16H24O10
• Molecular Weight: 376.361
• Mol file: 3254-17-9.mol

Synonyms:3,4,6-Tri-O-acetyl-α-D-Glucopyranose 1,2-(Ethyl Orthoacetate);1,2-O-(1-Ethoxyethylidene)-α-D-glucopyranose Triacetate;1,2-O-Ethylorthoacetyl-α-D-glucopyranose Triacetate

Chemical Property of 3,4,6-Tri-O-acetyl-α-D-Glucopyranose 1,2-(Ethyl Orthoacetate)

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Boiling Point: 432.174°C at 760 mmHg
• Flash Point: 187.536°C
• PSA: 115.82000
• Density: 1.289g/cm³
• LogP: 0.26340

Purity/Quality:

98%Min ^*data from raw suppliers

3,4,6-Tri-O-acetyl-α-D-Glucopyranose1,2-(EthylOrthoacetate) ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: 3,4,6-Tri-O-acetyl-α-D-Glucopyranose 1,2-(Ethyl Orthoacetate) (cas# 3254-17-9) is a compound useful in organic synthesis.

Technology Process of 3,4,6-Tri-O-acetyl-α-D-Glucopyranose 1,2-(Ethyl Orthoacetate)

There total 9 articles about 3,4,6-Tri-O-acetyl-α-D-Glucopyranose 1,2-(Ethyl Orthoacetate) 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: 99.0%

D-glucose pentaacetate (83-87-4,604-68-2,604-69-3,2152-77-4,4026-35-1,4163-59-1,4163-60-4,4163-61-5,4163-65-9,4257-94-7,4257-96-9,16299-15-3,19186-39-1,19189-55-0,25878-60-8,25941-03-1,32445-48-0,32445-49-1,32445-53-7,32445-54-8,34685-58-0,34685-59-1,43168-42-9,43168-44-1,43169-22-8,43169-25-1,66966-07-2,70749-17-6,80184-01-6,93221-01-3,93221-02-4,99630-88-3,109215-53-4,115792-70-6,115792-73-9,139894-92-1,139973-25-4,144071-49-8,147648-81-5) + ethanol (64-17-5) → 3,4,6-tri-O-acetyl-1,2-O-(1-ethoxyethylidene)-α-D-glucopyranose (3254-17-9)

Guidance literature:

D-glucose pentaacetate; With triethylsilane; iodine; In dichloromethane; for 1h; Reflux;

ethanol; With 2,6-dimethylpyridine; tetra-(n-butyl)ammonium iodide; In dichloromethane; for 3h; Reflux;

DOI:10.1002/chem.201301914

Reference yield: 53.0%

ethanol (64-17-5) + 2,3,4,6-tetra-O-acetyl-α-D-glucopyranosyl bromide (6919-96-6) → 3,4,6-tri-O-acetyl-1,2-O-(1-ethoxyethylidene)-α-D-glucopyranose (3254-17-9)

Guidance literature:

With tetrabutylammomium bromide; triethylamine; In dichloromethane; at 20 ℃; for 24h;

DOI:10.1248/cpb.c14-00138

Reference yield:

ethanol (64-17-5) + 2,3,4,6-tetra-O-acetyl-α-D-glucopyranosyl iodide (13035-49-9,14227-51-1,74638-65-6,75788-42-0,75801-94-4) → 3,4,6-tri-O-acetyl-1,2-O-(1-ethoxyethylidene)-α-D-glucopyranose (3254-17-9)

Guidance literature:

With lutidine; tetrabutylammomium bromide; In dichloromethane; at 20 ℃;

DOI:10.1016/j.tetlet.2003.09.022

upstream raw materials:

ethanol

β-D-glucose pentaacetate

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

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

Downstream raw materials:

1,2-O-(1-ethoxyethylene) 3,4,6-tri-O-benzyl-1-thio-α-D-glucopyranose