2-Hexoxy-6-(hydroxymethyl)oxane-3,4,5-triol

Base Information

• Chemical Name: 2-Hexoxy-6-(hydroxymethyl)oxane-3,4,5-triol
• CAS No.: 59080-45-4
• Molecular Formula: C₁₂H₂₄O₆
• Molecular Weight: 264.319
• Hs Code.: 29389090
• DSSTox Substance ID: DTXSID90860670
• Wikidata: Q105135551
• Mol file: 59080-45-4.mol

Synonyms:BHG;2-hexoxy-6-(hydroxymethyl)oxane-3,4,5-triol;n-Hexyl-beta-D-glucopyranoside;Hexyl hexopyranoside;Hexyl ?-D-glucopyranoside;SCHEMBL4315045;DTXSID90860670;CHEBI:165499;(-)-N-Hexyl-beta-D-glucopyranoside;LS-14160;PD040145;FT-0627064

Chemical Property of 2-Hexoxy-6-(hydroxymethyl)oxane-3,4,5-triol

Chemical Property:

• Appearance/Colour: White Crystalline Solid
• Vapor Pressure: 2.75E-09mmHg at 25°C
• Melting Point: 84-86°C
• Boiling Point: 432.3ºC at 760 mmHg
• PKA: 12.96±0.70(Predicted)
• Flash Point: 215.2ºC
• PSA: 99.38000
• Density: 1.23 g/cm³
• LogP: -0.61680
• Storage Temp.: 2-8°C
• Solubility.: Acetone, Ethanol, Water
• 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:

98%, ^*data from raw suppliers

Hexyl b-D-glucopyranoside ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 22-24/25-36/37/39-27-26

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CCCCCCOC1C(C(C(C(O1)CO)O)O)O
• Uses: A mild nonionic detergent A mild nonionic detergent.

Technology Process of 2-Hexoxy-6-(hydroxymethyl)oxane-3,4,5-triol

There total 23 articles about 2-Hexoxy-6-(hydroxymethyl)oxane-3,4,5-triol 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: 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

Reference yield: 29.0%

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

Guidance literature:

With toluene-4-sulfonic acid; In 1,4-dioxane;

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

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:

(2R,3S,4S,5R,6R)-2-Hydroxymethyl-6-nonyloxy-tetrahydro-pyran-3,4,5-triol

β-D-glucose

hexan-1-ol

O-n-pentyl β-D-glucopyranoside

Refernces

• 1、 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.
• 2、 Wang, Qinqqin,Yu, Huilei,Zhao, Na,Li, Chunxiu,Shang, Yazhuo,Liu, Honglai,Xu, Jianhe. "Significantly improved equilibrium yield of long-chain alkyl glucosides via reverse hydrolysis in a water-poor system using cross-linked almond meal as a cheap and robust biocatalyst". . p. 275 - 280. Retrieved 2012/06/29.