2-Hydroxyethyl D-glucoside

Base Information

• Chemical Name: 2-Hydroxyethyl D-glucoside
• CAS No.: 27214-61-5
• Molecular Formula: C8H16 O7
• Molecular Weight: 224.211
• European Community (EC) Number: 248-332-7
• DSSTox Substance ID: DTXSID801303007
• Mol file: 27214-61-5.mol

Synonyms:2-Hydroxyethyl D-glucoside;27214-61-5;EINECS 248-332-7;SCHEMBL447308;2-Hydroxyethyl D-glucopyranoside;SMORULFPMBCEPX-KEWYIRBNSA-N;DTXSID801303007

Chemical Property of 2-Hydroxyethyl D-glucoside

Chemical Property:

• Boiling Point: 490.8±45.0 °C(Predicted)
• PKA: 12.88±0.70(Predicted)
• PSA: 119.61000
• Density: 1.53±0.1 g/cm3(Predicted)
• LogP: -3.20480
• XLogP3: -2.9
• Hydrogen Bond Donor Count: 5
• Hydrogen Bond Acceptor Count: 7
• Rotatable Bond Count: 4
• Exact Mass: 224.08960285
• Heavy Atom Count: 15
• Complexity: 188

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C(COC1C(C(C(C(O1)CO)O)O)O)O
• Isomeric SMILES: C(COC1[C@@H]([C@H]([C@@H]([C@H](O1)CO)O)O)O)O

Technology Process of 2-Hydroxyethyl D-glucoside

There total 2 articles about 2-Hydroxyethyl D-glucoside 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: 85.0%

→ 1-O-(D-glucopyranosyl)ethylene glycol (27214-61-5)

Guidance literature:

Reference yield:

D-Glucose (2280-44-6) + ethylene glycol (107-21-1) → 1-O-(D-glucopyranosyl)ethylene glycol (27214-61-5)

Guidance literature:

With Dowex 50WX;

DOI:10.1021/ja101399q

Reference yield:

1-O-(D-glucopyranosyl)ethylene glycol (27214-61-5) → 2-(benzyloxy)ethyl 3-O-benzyl-4,6-O-benzylidene-α-D-glucopyranoside

Guidance literature:

Multi-step reaction with 3 steps

1.1: pyridine / 12 h / 20 °C

2.1: sodium methylate / methanol / 20 °C

2.2: 20 °C

3.1: triethylsilane; iron(III) chloride hexahydrate / acetonitrile / 3 h / 50 °C

With pyridine; triethylsilane; iron(III) chloride hexahydrate; sodium methylate; In methanol; acetonitrile;

DOI:10.1002/ejoc.201700538

upstream raw materials:

D-Glucose

ethylene glycol

Refernces

• 1、 -. "Method for the synthesis of alkyl, cycloalkyl or alcenyl aldosides or polyaldosides". . . Retrieved 2008/06/13.