Butyl beta-D-glucopyranoside

Base Information

• Chemical Name: Butyl beta-D-glucopyranoside
• CAS No.: 5391-18-4
• Molecular Formula: C₁₀H₂₀O₆
• Molecular Weight: 236.265
• European Community (EC) Number: 226-387-8
• UNII: 20TBL42142
• DSSTox Substance ID: DTXSID801021370
• Nikkaji Number: J92.791K
• Metabolomics Workbench ID: 131263
• ChEMBL ID: CHEMBL3326716
• Mol file: 5391-18-4.mol

Synonyms:Butyl beta-D-glucopyranoside;5391-18-4;Butyl b-D-glucopyranoside;(2R,3R,4S,5S,6R)-2-butoxy-6-(hydroxymethyl)oxane-3,4,5-triol;Beta-D-Glucopyranoside, Butyl;Butyl .beta.-D-glucopyranoside;.beta.-D-Glucopyranoside, butyl;BUTYL-BETA-D-GLUCOPYRANOSIDE;EINECS 226-387-8;20TBL42142;butyl glucoside;n-butyl beta-D-glucopyranoside;BUTYL GLUCOSIDE [INCI];SCHEMBL2447680;CHEMBL3326716;UNII-20TBL42142;DTXSID801021370;AMY41625;N-BUTYL-.BETA.-D-GLUCOPYRANOSIDE;BS-28551;BUTYL .BETA.-D-GLUCOPYRANOSIDE, (-)-;W-203031;Q27894788;(2R,3R,4S,5S,6R)-2-butoxy-6-(hydroxymethyl)tetrahydropyran-3,4,5-triol

Chemical Property of Butyl beta-D-glucopyranoside

Chemical Property:

• Vapor Pressure: 1.66E-08mmHg at 25°C
• Melting Point: 86-87 °C
• Refractive Index: 1.528
• Boiling Point: 412 °C at 760 mmHg
• PKA: 12.95±0.70(Predicted)
• Flash Point: 202.9 °C
• PSA: 99.38000
• Density: 1.3 g/cm³
• LogP: -1.39700
• XLogP3: -0.9
• Hydrogen Bond Donor Count: 4
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 5
• Exact Mass: 236.12598835
• Heavy Atom Count: 16
• Complexity: 200

Purity/Quality:

99% ^*data from raw suppliers

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

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCCOC1C(C(C(C(O1)CO)O)O)O
• Isomeric SMILES: CCCCO[C@H]1[C@@H]([C@H]([C@@H]([C@H](O1)CO)O)O)O

Technology Process of Butyl beta-D-glucopyranoside

There total 38 articles about Butyl beta-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: 96.0%

2,3,4,6-tetra-O-acetyl-1-n-butyl-β-D-glucopyranoside (6697-88-7) → n-butyl β-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)

Guidance literature:

With sodium methylate; In methanol; at 20 ℃; for 1h;

DOI:10.1016/j.tetlet.2018.05.076

Reference yield: 78.04%

β-D-glucose (492-61-5) + butan-1-ol (71-36-3) → n-butyl β-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)

Guidance literature:

With Prunus dulcis var. amara β-glucoside glucohydrolase, 68 kDa; In aq. phosphate buffer; at 50 ℃; for 70h; pH=6; Temperature; pH-value; Enzymatic reaction;

DOI:10.1080/10242422.2018.1549236

Reference yield: 45.0%

D-Glucose (2280-44-6) + butan-1-ol (71-36-3) → n-butyl β-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)

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:

2,3,4,6-tetra-O-acetyl-1-n-butyl-β-D-glucopyranoside

levoglucosan

butan-1-ol

butyl-α-D-glucopyranoside

Downstream raw materials:

butyl-α-D-glucopyranoside

butyl 6-O-stearoyl-α-D-glucopyranoside

n-butyl β-D-glucopyranoside

D-glucose

Refernces

• 1、 Wang, Feng,Huang, Dengfa,Ma, Yong,Zhang, Fuming,Linhardt, Robert J.. "Preparation of salidroside with n-butyl β-D-glucoside as the glycone donor via a two-step enzymatic synthesis catalyzed by immobilized β-glucosidase from bitter almonds". . p. 246 - 260. Retrieved 2019/02/03.
• 2、 -. "ALKENYL GLYCOSIDES AND THEIR PREPARATION". Paragraph 0088. . Retrieved 2014/09/30.