Octyl Beta-D-Galactopyranoside

Base Information

• Chemical Name: Octyl Beta-D-Galactopyranoside
• CAS No.: 40427-75-6
• Molecular Formula: C14H28O6
• Molecular Weight: 292.373
• Hs Code.: 29389090
• European Community (EC) Number: 637-026-2
• Nikkaji Number: J292.881G
• Wikidata: Q27097158
• Metabolomics Workbench ID: 151077
• ChEMBL ID: CHEMBL1222151
• Mol file: 40427-75-6.mol

Synonyms:octyl beta-D-galactopyranoside;octyl galactopyranoside

Chemical Property of Octyl Beta-D-Galactopyranoside

Chemical Property:

• Appearance/Colour: White Crystalline Solid
• Melting Point: 108-109.5 °C
• Refractive Index: 1.516
• Boiling Point: 454.11 °C at 760 mmHg
• PKA: 12.95±0.70(Predicted)
• Flash Point: 228.437 °C
• PSA: 99.38000
• Density: 1.187 g/cm³
• LogP: 0.16340
• Storage Temp.: 2-8°C
• Solubility.: DMSO (Slightly), Methanol (Slightly)
• 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:

99%, ^*data from raw suppliers

Octyl b-D-galactopyranoside ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36-37/39

MSDS Files:

SDS file from LookChem

Useful:

• 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: Octyl beta-D-galactopyranoside is a detergent for integral membrane protein solubilization.

Technology Process of Octyl Beta-D-Galactopyranoside

There total 23 articles about Octyl Beta-D-Galactopyranoside 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: 60.0%

D-Galactose (10257-28-0) + n-Pent-4-enyl alcohol (821-09-0) → octyl α-D-galactopyranoside (149342-80-3) + 1-O-n-octyl-β-D-galactopyranoside (40427-75-6)

Guidance literature:

D-Galactose; n-Pent-4-enyl alcohol; With (1S)-10-camphorsulfonic acid; phenylboronic acid; In 1,2-dichloro-ethane; at 80 ℃; Inert atmosphere; Sealed tube;

With D-sorbitol; sodium carbonate; In diethyl ether; water; for 0.0833333h; Overall yield = 69%; Overall yield = 40.6 mg; Inert atmosphere;

DOI:10.1021/acs.joc.7b01880

Reference yield:

octanol (111-87-5) → 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:

Multi-step reaction with 2 steps

1: TMSOTf / 0.5 h / -78 °C

2: cyclohexene / Pd(OH)2 / methanol / 12 h

With trimethylsilyl trifluoromethanesulfonate; cyclohexene; palladium dihydroxide; In methanol; 1: transglycosylation / 2: debenzylation;

DOI:10.1016/S0960-894X(00)00330-9

upstream raw materials:

n-octyl 2,3,4,6-tetra-O-benzyl-β-D-mannopyranoside

octanol

D-Galactose

Downstream raw materials:

octyl 3-O-benzyl-β-D-galactopyranoside

β-D-galactopyranoside

octanol

octyl 4,6-O-benzylidene-3-deoxy-β-D-xylo-hexopyranoside