(2-Ethyl 2,3,4-Tri-O-acetyl--D-glucopyranoside) Uronate

Base Information

• Chemical Name: (2-Ethyl 2,3,4-Tri-O-acetyl--D-glucopyranoside) Uronate
• CAS No.: 77392-66-6
• Molecular Formula: C15H22O10
• Molecular Weight: 362.334
• Mol file: 77392-66-6.mol

Synonyms:(2-Ethyl 2,3,4-Tri-O-acetyl--D-glucopyranoside) Uronate;Ethyl 2,3,4-Tri-O-acetyl--D-glucuronide, Methyl Ester;β-D-Glucopyranosiduronic Acid Ethyl Methyl Ester Triacetate

Chemical Property of (2-Ethyl 2,3,4-Tri-O-acetyl--D-glucopyranoside) Uronate

Chemical Property:

• Melting Point: 102-103°C
• PSA: 123.66000
• LogP: -0.28410
• Storage Temp.: 2-8°C
• Solubility.: Chloroform, Methanol

Purity/Quality:

97% ^*data from raw suppliers

Ethyl2,3,4-Tri-O-acetyl-β-D-glucuronide,MethylEster ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: Ethyl 2,3,4-Tri-O-acetyl-β-D-glucuronide, Methyl Ester (cas# 77392-66-6) is a compound useful in organic synthesis.

Technology Process of (2-Ethyl 2,3,4-Tri-O-acetyl--D-glucopyranoside) Uronate

There total 4 articles about (2-Ethyl 2,3,4-Tri-O-acetyl--D-glucopyranoside) Uronate 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: 83.0%

ethanol (64-17-5) + 1-bromo-2,3,4-tri-O-acetyl-α-D-glucuronic acid methyl ester (21085-72-3) → methyl (ethyl 2,3,4-tri-O-acetyl-β-D-glucopyranosid)uronate (77392-66-6)

Guidance literature:

With silver carbonate; In toluene; at 20 - 75 ℃; for 21h; Inert atmosphere;

DOI:10.1016/j.carres.2012.01.002

Reference yield:

D-glucurono-6,3-lactone (63-29-6,487-44-5,575-64-4,14362-29-9,18281-92-0,26623-21-2) → methyl (ethyl 2,3,4-tri-O-acetyl-β-D-glucopyranosid)uronate (77392-66-6)

Guidance literature:

Multi-step reaction with 3 steps

1: sodium methylate / methanol

2: hydrogen bromide / acetic acid

3: silver carbonate / toluene / 21 h / 20 - 75 °C / Inert atmosphere

With hydrogen bromide; sodium methylate; silver carbonate; In methanol; acetic acid; toluene; 3: Koenigs-Knorr synthesis;

DOI:10.1016/j.carres.2012.01.002

Reference yield:

methyl 1,2,3,4-tetra-O-acetyl-α,β-D-glucopyranosyluronate (3082-96-0,5432-32-6,7355-18-2,19231-41-5,30628-06-9,30628-07-0,40268-90-4,40268-95-9,40269-24-7,104195-05-3,108032-41-3) → methyl (ethyl 2,3,4-tri-O-acetyl-β-D-glucopyranosid)uronate (77392-66-6)

Guidance literature:

Multi-step reaction with 2 steps

1: hydrogen bromide / acetic acid

2: silver carbonate / toluene / 21 h / 20 - 75 °C / Inert atmosphere

With hydrogen bromide; silver carbonate; In acetic acid; toluene; 2: Koenigs-Knorr synthesis;

DOI:10.1016/j.carres.2012.01.002

upstream raw materials:

D-glucurono-6,3-lactone

methyl 1,2,3,4-tetra-O-acetyl-α,β-D-glucopyranosyluronate

ethanol

1-bromo-2,3,4-tri-O-acetyl-α-D-glucuronic acid methyl ester

Downstream raw materials:

1-O-ethyl-β-D-glucuronic acid