Hexyl D-glucoside

Base Information

• Chemical Name: Hexyl D-glucoside
• CAS No.: 54549-24-5
• Deprecated CAS: 41444-54-6,95531-17-2
• Molecular Formula: C₁₂H₂₄O₆
• Molecular Weight: 264.319
• European Community (EC) Number: 259-217-6
• DSSTox Substance ID: DTXSID1041843
• Nikkaji Number: J1.424.465D
• Wikidata: Q27253277
• Mol file: 54549-24-5.mol

Synonyms:Hexyl D-glucoside;54549-24-5;D-Glucopyranoside, hexyl;EINECS 259-217-6;(3R,4S,5S,6R)-2-hexoxy-6-(hydroxymethyl)oxane-3,4,5-triol;EC 259-217-6;UNII-1Z59153FJL;hexyl glucopyranoside;Hexyl D-glucopyranoside;SCHEMBL409416;DTXSID1041843;Q27253277

Chemical Property of Hexyl D-glucoside

Chemical Property:

• Appearance/Colour: white powder
• Vapor Pressure: 2.75E-09mmHg at 25°C
• Refractive Index: 1.521
• Boiling Point: 432.272°C at 760 mmHg
• PKA: 12.96±0.70(Predicted)
• Flash Point: 215.231°C
• PSA: 99.38000
• Density: 1.23g/cm³
• LogP: -0.61680
• Water Solubility.: 750g/L at 20℃
• XLogP3: 0.1
• Hydrogen Bond Donor Count: 4
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 7
• Exact Mass: 264.15728848
• Heavy Atom Count: 18
• Complexity: 225

Purity/Quality:

99.9% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CCCCCCOC1C(C(C(C(O1)CO)O)O)O
• Isomeric SMILES: CCCCCCOC1[C@@H]([C@H]([C@@H]([C@H](O1)CO)O)O)O

Technology Process of Hexyl D-glucoside

There total 60 articles about Hexyl 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: 100.0%

hexan-1-ol 2,3,4,6-tetra-O-acetyl-β-D-glucopyranoside (76870-85-4) → n-hexyl-β-D-glucopyranoside (39824-11-8,59080-45-4,95531-17-2,29781-79-1,54549-24-5)

Guidance literature:

With methanol; sodium methylate; In neat (no solvent); for 0.5h; Cooling with ice;

DOI:10.1016/j.carres.2015.04.008

Reference yield: 96.0%

hexyl 2,3,4,6-tetra-O-acetyl-α-D-mannopyranoside (1240504-74-8) → hexyl α-D-mannopyranoside (848566-18-7,54549-24-5)

Guidance literature:

With sodium methylate; In methanol; dichloromethane; at 20 ℃; for 24h;

DOI:10.1016/j.carres.2010.03.011

Reference yield: 60.0%

D-Glucose (2280-44-6) + hexan-1-ol (111-27-3) → n-hexyl-β-D-glucopyranoside (39824-11-8,59080-45-4,95531-17-2,29781-79-1,54549-24-5)

Guidance literature:

With immobilized β-glucosidase G 0395 from almonds (EC 3.2.1.21); In water; at 20 ℃; for 144h;

DOI:10.1016/j.tet.2003.10.098

upstream raw materials:

D-glucose

hexan-1-ol

hexan-1-ol 2,3,4,6-tetra-O-acetyl-β-D-glucopyranoside

D-Glucose

Downstream raw materials:

O-n-pentyl β-D-glucopyranoside

Refernces

• 1、 Chen, Guoyong,Li, Zhencao,Chen, Langqiu,Ji, Shanwei,Shen, Wangzhen. "Synthesis and Properties of Alkyl β-d-Galactopyranoside". . p. 1095 - 1105. Retrieved 2016/10/18.
• 2、 De Winter, Karel,Van Renterghem, Lisa,Wuyts, Kathleen,Pelantová, Helena,K?en, Vladimír,Soetaert, Wim,Desmet, Tom. "Chemoenzymatic synthesis of β-D-glucosides using cellobiose phosphorylase from Clostridium thermocellum". . p. 1961 - 1969. Retrieved 2015/06/02.