Cyclohexyl beta-D-glucopyranoside

Base Information

• Chemical Name: Cyclohexyl beta-D-glucopyranoside
• CAS No.: 5284-99-1
• Molecular Formula: C12H22O6
• Molecular Weight: 262.303
• Mol file: 5284-99-1.mol

Synonyms:Glucopyranoside,cyclohexyl, b-D-(7CI,8CI); Cyclohexyl b-D-glucopyranoside; Cyclohexyl b-D-glucoside; NSC 226971

Chemical Property of Cyclohexyl beta-D-glucopyranoside

Chemical Property:

• Vapor Pressure: 2.79E-10mmHg at 25°C
• Refractive Index: 1.557
• Boiling Point: 457.2°C at 760 mmHg
• Flash Point: 230.3°C
• PSA: 99.38000
• Density: 1.34 g/cm³
• LogP: -0.86440

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of Cyclohexyl beta-D-glucopyranoside

There total 12 articles about Cyclohexyl 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: 56.0%

D-Glucose (2280-44-6) + cyclohexanol (108-93-0) → cyclohexyl glucoside (5284-99-1)

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: 25.6%

phenyl-β-D-glucopyranoside (1464-44-4) + cyclohexanol (108-93-0) → cyclohexyl glucoside (5284-99-1)

Guidance literature:

With β-galactosidase; In water; at 35 ℃; for 4h; phosphate buffer (pH 5);

Reference yield: 10.2%

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) + cyclohexanol (108-93-0) → cyclohexyl glucoside (5284-99-1)

Guidance literature:

With Prunus dulcis var. amara β-glucoside glucohydrolase, 68 kDa; In aq. phosphate buffer; tert-butyl alcohol; at 50 ℃; for 14h; pH=7; Enzymatic reaction;

DOI:10.1080/10242422.2018.1549236

upstream raw materials:

D-glucose

cyclohexanol

phenyl-β-D-glucopyranoside

D-Glucose

Downstream raw materials:

cyclohexyl-(O²,O³,O⁴-triacetyl-O⁶-trityl-β-D-glucopyranoside)

Refernces

• 1、 Ishihara, Masaki,Takagi, Yuka,Li, Gefei,Noguchi, Masato,Shoda, Shin-Ichiro. "Protection-free synthesis of alkyl glycosides under hydrogenolytic conditions". supporting information. p. 1235 - 1237. Retrieved 2013/10/22.
• 2、 Guchhait, Goutam,Misra, Anup Kumar. "Efficient glycosylation of unprotected sugars using sulfamic acid: A mild eco-friendly catalyst". experimental part. p. 52 - 57. Retrieved 2012/01/15.