Octyl alpha-D-glucopyranoside

Base Information

• Chemical Name: Octyl alpha-D-glucopyranoside
• CAS No.: 29781-80-4
• Molecular Formula: C14H28O6
• Molecular Weight: 292.373
• Hs Code.: 29400090
• European Community (EC) Number: 255-367-1
• UNII: CCH0DW7M18
• DSSTox Substance ID: DTXSID6044640
• Nikkaji Number: J278.579J
• Wikipedia: Octyl_glucoside
• Wikidata: Q27139769
• Metabolomics Workbench ID: 65826
• Mol file: 29781-80-4.mol

Synonyms:1-O-n-octyl-beta-D-glucopyranoside;beta-octyl-D-glucoside;beta-octylglucopyranoside;N-octyl-beta-D-glucopyranoside;octyl glucoside;octyl-alpha-D-glucoside;octyl-beta-D-glucoside;octyl-D-glucoside, (alpha)-isomer;octylglucopyranoside;octylglucoside

Chemical Property of Octyl alpha-D-glucopyranoside

Chemical Property:

• Vapor Pressure: 3.72E-10mmHg at 25°C
• Melting Point: 110-112oC
• Refractive Index: 1.515
• Boiling Point: 454.1 °C at 760 mmHg
• PKA: 12.95±0.70(Predicted)
• Flash Point: 228.4 °C
• PSA: 99.38000
• Density: 1.18 g/cm³
• LogP: 0.16340
• Storage Temp.: −20°C
• Solubility.: Chloroform, DMSO, Methanol
• XLogP3: 1.4
• Hydrogen Bond Donor Count: 4
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 9
• Exact Mass: 292.18858861
• Heavy Atom Count: 20
• Complexity: 250

Purity/Quality:

98%, ^*data from raw suppliers

Octyl a-D-Glucopyranoside ^*data from reagent suppliers

Safty Information:

• Safety Statements: 24/25

MSDS Files:

SDS file from LookChem

Useful:

• Chemical Classes: Biological Agents -> Monosaccharides and Derivatives
• Canonical SMILES: CCCCCCCCOC1C(C(C(C(O1)CO)O)O)O
• Isomeric SMILES: CCCCCCCCO[C@@H]1[C@@H]([C@H]([C@@H]([C@H](O1)CO)O)O)O
• Uses: Angiotensin converting enzyme (ACE) inhibitor

Technology Process of Octyl alpha-D-glucopyranoside

There total 20 articles about Octyl alpha-D-glucopyranoside 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: 92.0%

n-octyl 2,3,4,6-tetra-O-acetyl-β-D-mannopyranoside (128299-96-7) → 1-octyl-β-D-mannopyranoside (6801-93-0,29781-80-4,29836-26-8,40427-75-6,124650-29-9,140147-38-2,142925-45-9,142925-47-1,149342-80-3,149342-81-4)

Guidance literature:

With sodium methylate; In methanol; at 20 ℃; Inert atmosphere;

DOI:10.1039/c4md00122b

Reference yield: 30.0%

D-Glucose (2280-44-6) + octanol (111-87-5) → octyl alpha-D-glucopyranoside (29781-80-4) + n-octyl β-D-glucopyranoside (29836-26-8)

Guidance literature:

With sulfuric acid; In 1,4-dioxane; Yields of byproduct given;

DOI:10.1016/S0008-6215(98)00302-4

Reference yield:

octanol (111-87-5) + butyl-α-D-glucopyranoside (5391-18-4,25320-93-8,39824-09-4,95531-15-0,143289-25-2,146453-36-3,148347-27-7,41444-57-9) → D-glucose (50-99-7) + octyl alpha-D-glucopyranoside (29781-80-4) + levoglucosan (498-07-7) + butyl-D-glucofuranoside + n-octyl β-D-glucopyranoside (29836-26-8)

Guidance literature:

With Amberlyst 15DRY; at 110 ℃; for 24h; Sealed vial; Ionic liquid;

DOI:10.1039/c0gc00192a

upstream raw materials:

D-Glucose

octanol

cellulose

butyl-α-D-glucopyranoside

Downstream raw materials:

alpha-D-glucopyranose

octanol

1-O-octyl-α-D-glucopyranosiduronic acid

n-octyl 4,6-O-benzylidene-α-D-glucopyranoside