Propyl beta-D-glucopyranoside

Base Information

• Chemical Name: Propyl beta-D-glucopyranoside
• CAS No.: 34384-77-5
• Molecular Formula: C₉H₁₈O₆
• Molecular Weight: 222.238
• European Community (EC) Number: 251-985-0
• DSSTox Substance ID: DTXSID601310915
• Nikkaji Number: J250.872I
• Wikidata: Q76423767
• Mol file: 34384-77-5.mol

Synonyms:n-propyl-beta-D-glucopyranoside;n-propyl-beta-D-glucopyranoside, (alpha)-isomer;propyl glucoside

Chemical Property of Propyl beta-D-glucopyranoside

Chemical Property:

• Boiling Point: 402.9 °C at 760 mmHg
• Flash Point: 197.5 °C
• PSA: 99.38000
• Density: 1.34 g/cm³
• LogP: -1.78710
• XLogP3: -1.3
• Hydrogen Bond Donor Count: 4
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 4
• Exact Mass: 222.11033829
• Heavy Atom Count: 15
• Complexity: 187

Purity/Quality:

99% ^*data from raw suppliers

Propylbeta-D-glucopyranoside ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCOC1C(C(C(C(O1)CO)O)O)O
• Isomeric SMILES: CCCO[C@H]1[C@@H]([C@H]([C@@H]([C@H](O1)CO)O)O)O

Technology Process of Propyl beta-D-glucopyranoside

There total 16 articles about Propyl 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: 58.7%

propan-1-ol (71-23-8) + β-D-glucose (492-61-5) → propyl β-D-glucopyranoside (25320-91-6,34384-77-5,39824-08-3,62178-32-9,63223-88-1,73351-01-6,95586-01-9,118245-33-3,118245-34-4)

Guidance literature:

With almond meal; In water; at 50 ℃; for 168h; Thermodynamic data; Equilibrium constant; Enzymatic reaction;

DOI:10.1016/S1872-2067(11)60333-1

Reference yield:

propan-1-ol (71-23-8) + Sucrose (57-50-1) → propyl β-D-glucopyranoside (25320-91-6,34384-77-5,39824-08-3,62178-32-9,63223-88-1,73351-01-6,95586-01-9,118245-33-3,118245-34-4)

Guidance literature:

With cellobiose; α-glucose-1-phosphate; cellobiose phosphorylase from Clostridium thermocellum YM₄; sucrose phosphorylase from Pseudomonas saccharophilia; In phosphate buffer; at 40 ℃; for 20h; pH=7.0;

DOI:10.1271/bbb.80097

Reference yield:

(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) → propyl β-D-glucopyranoside (25320-91-6,34384-77-5,39824-08-3,62178-32-9,63223-88-1,73351-01-6,95586-01-9,118245-33-3,118245-34-4)

Guidance literature:

Multi-step reaction with 2 steps

1: water / 50 °C / Enzymatic reaction

2: almond meal cross-linked with glutaraldehyde / water / 168 h / 50 °C / Enzymatic reaction

With water; In water;

DOI:10.1016/S1872-2067(11)60333-1

upstream raw materials:

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

2,3,4,6-tetra-O-acetyl-α-D-glucopyranosyl bromide

propan-1-ol

Sucrose

Downstream raw materials:

n-propyl 4-O-β-D-galactopyranosyl-β-D-glucopyranoside

propan-1-ol

β-D-glucose

n-butyl β-D-glucopyranoside

Refernces

• 1、 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 2016/04/10.
• 2、 Sato, Toshiyuki,Hasegawa, Nobukazu,Saito, Jun,Umezawa, Satoru,Honda, Yuki,Kino, Kuniki,Kirimura, Kohtaro. "Purification, characterization, and gene identification of an α-glucosyl transfer enzyme, a novel type α-glucosidase from Xanthomonas campestris WU-9701". body text. p. 20 - 27. Retrieved 2012/09/05.