phenyl 2,3,4,2',3',4',6'-hepta-O-acetyl-1-thio-β-gentiobioside

Base Information

• Chemical Name: phenyl 2,3,4,2',3',4',6'-hepta-O-acetyl-1-thio-β-gentiobioside
• CAS No.: 137451-27-5
• Molecular Formula: C₃₂H₄₀O₁₇S
• Molecular Weight: 728.725
• Mol file: 137451-27-5.mol

Synonyms:phenyl 2,3,4,2',3',4',6'-hepta-O-acetyl-1-thio-β-gentiobioside

Chemical Property of phenyl 2,3,4,2',3',4',6'-hepta-O-acetyl-1-thio-β-gentiobioside

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of phenyl 2,3,4,2',3',4',6'-hepta-O-acetyl-1-thio-β-gentiobioside

There total 3 articles about phenyl 2,3,4,2',3',4',6'-hepta-O-acetyl-1-thio-β-gentiobioside 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: 77.0%

thiophenol (108-98-5) + hepta-O-acetyl-α-gentiobiosyl bromide (14187-83-8) → phenyl 2,3,4,2',3',4',6'-hepta-O-acetyl-1-thio-β-gentiobioside (137451-27-5)

Guidance literature:

With sodium carbonate; tetra(n-butyl)ammonium hydrogensulfate; In dichloromethane; for 0.5h; Ambient temperature;

DOI:10.1055/s-1991-26559

Reference yield: 75.0%

thiophenol (108-98-5) + β-D-gentiobiose octaacetate (4613-78-9) → phenyl 2,3,4,2',3',4',6'-hepta-O-acetyl-1-thio-β-gentiobioside (137451-27-5)

Guidance literature:

With boron trifluoride diethyl etherate; In dichloromethane; at 0 ℃; for 0.25h;

Reference yield:

O-(2,3,4,6-Tetra-O-acetyl-α-D-glucopyranosyl)trichloroacetimidate (74808-10-9) + phenyl 2,3,4-tri-O-acetyl-1-thio-β-D-glucopyranoside (124595-24-0) → phenyl 2,3,4,2',3',4',6'-hepta-O-acetyl-1-thio-β-gentiobioside (137451-27-5)

Guidance literature:

With 4 A molecular sieve; boron trifluoride diethyl etherate; In dichloromethane; at -45 ℃;

DOI:10.1016/S0040-4039(00)76718-9

upstream raw materials:

thiophenol

hepta-O-acetyl-α-gentiobiosyl bromide

O-(2,3,4,6-Tetra-O-acetyl-α-D-glucopyranosyl)trichloroacetimidate

phenyl 2,3,4-tri-O-acetyl-1-thio-β-D-glucopyranoside