ethyl beta-D-glucopyranoside

Base Information

• Chemical Name: ethyl beta-D-glucopyranoside
• CAS No.: 3198-49-0
• Molecular Formula: C₈H₁₆O₆
• Molecular Weight: 208.211
• Hs Code.: 2906190090
• European Community (EC) Number: 250-112-0
• UNII: AQ51A12T8K
• DSSTox Substance ID: DTXSID601021550
• Nikkaji Number: J278.558G
• Wikidata: Q76010308
• Mol file: 3198-49-0.mol

Synonyms:alpha-ethylglucoside;ethyl glucoside;ethyl glucoside hexadecanoate, (D)-isomer;ethyl glucoside, (alpha-D)-isomer;ethyl glucoside, (beta-D)-isomer;ethyl glucoside, (D)-isomer

Chemical Property of ethyl beta-D-glucopyranoside

Chemical Property:

• Melting Point: 73 °C(Solv: acetone (67-64-1))
• Boiling Point: 395.1°Cat760mmHg
• PKA: 12.96±0.70(Predicted)
• Flash Point: 192.7°C
• PSA: 99.38000
• Density: 1.4g/cm³
• LogP: -2.17720
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• XLogP3: -1.8
• Hydrogen Bond Donor Count: 4
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 3
• Exact Mass: 208.09468823
• Heavy Atom Count: 14
• Complexity: 175

Purity/Quality:

98%, ^*data from raw suppliers

Ethylbeta-d-glucopyranoside 95% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC1C(C(C(C(O1)CO)O)O)O
• Isomeric SMILES: CCO[C@H]1[C@@H]([C@H]([C@@H]([C@H](O1)CO)O)O)O

Technology Process of ethyl beta-D-glucopyranoside

There total 82 articles about ethyl 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: 91.7%

ethanol (64-17-5) + D-glucose (50-99-7) → ethyl D-glucopyranoside (3198-49-0,15486-24-5,18997-88-1,19467-01-7,34625-23-5,59121-69-6,118245-31-1,118245-32-2,142925-34-6)

Guidance literature:

With silica supported sulfonic acid catalyst; at 100 ℃; for 12h; under 760.051 Torr; Catalytic behavior;

DOI:10.1039/c3ra41043a

Reference yield: 85.9%

ethanol (64-17-5) + Cellobiose (13360-52-6) → ethyl D-glucopyranoside (3198-49-0,15486-24-5,18997-88-1,19467-01-7,34625-23-5,59121-69-6,118245-31-1,118245-32-2,142925-34-6)

Guidance literature:

With silica supported sulfonic acid catalyst; at 100 ℃; for 12h; under 760.051 Torr;

DOI:10.1039/c3ra41043a

Reference yield: 79.0%

pyridin-2-yl 1-thio-β-D-glucopyranoside (2297-41-8) + ethanol (64-17-5) → 2-Sulfanylpyridine (2637-34-5,73018-10-7) + (2R,3R,4S,5S,6R)-2-Ethoxy-6-hydroxymethyl-tetrahydro-pyran-3,4,5-triol (3198-49-0,15486-24-5,18997-88-1,19467-01-7,34625-23-5,59121-69-6,118245-31-1,118245-32-2,142925-34-6)

Guidance literature:

With citrate-phosphate buffer; almond β-D-glucosidase; at 25 ℃; for 1h; pH=5.0;

upstream raw materials:

ethyl 2,3,4,6-tetra-O-acetyl-β-D-glucopyranoside

D-Glucose

ethanol

2,4-dinitrophenyl β-D-glucopyranoside

Downstream raw materials:

ethyl α-D-glucopyranoside

D-Glucose

ethyl 6-O-(cis-9-octadecenoyl)-D-glucopyranoside

β-D-glucose

Refernces

• 1、 Nowakowska-Bogdan, Ewa,Nowicki, Janusz. "Ethanolysis of selected catalysis by functionalized acidic ionic liquids: An unexpected effect of ILs structural functionalization on selectivity phenomena". . p. 1857 - 1866. Retrieved 2022/02/05.
• 2、 Song, Daiyu,Zhang, Qingqing,Sun, Yingnan,Zhang, Panpan,Guo, Yi-Hang,Hu, Jiang-Lei. "Design of Ordered Mesoporous Sulfonic Acid Functionalized ZrO2/organosilica Bifunctional Catalysts for Direct Catalytic Conversion of Glucose to Ethyl Levulinate". . p. 4967 - 4979. Retrieved 2018/10/02.