phenyl 2,3,6-tri-O-acetyl-4-O-(2,3,4,6-tetra-O-acetylhexopyranosyl)-1-thiohexopyranoside

Base Information

• Chemical Name: phenyl 2,3,6-tri-O-acetyl-4-O-(2,3,4,6-tetra-O-acetylhexopyranosyl)-1-thiohexopyranoside
• CAS No.: 28022-13-1
• Molecular Formula: C₃₂H₄₀O₁₇S
• Molecular Weight: 728.725
• Mol file: 28022-13-1.mol

Synonyms:Glucopyranoside,phenyl 4-O-b-D-galactopyranosyl-1-thio-,heptaacetate, b-D-(8CI); b-D-Glucopyranoside, phenyl4-O-(2,3,4,6-tetra-O-acetyl-b-D-galactopyranosyl)-1-thio-, triacetate (9CI); NSC 252193

Chemical Property of phenyl 2,3,6-tri-O-acetyl-4-O-(2,3,4,6-tetra-O-acetylhexopyranosyl)-1-thiohexopyranoside

Chemical Property:

• Vapor Pressure: 3.17E-21mmHg at 25°C
• Boiling Point: 731°C at 760 mmHg
• Flash Point: 361°C
• Density: 1.36g/cm³

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of phenyl 2,3,6-tri-O-acetyl-4-O-(2,3,4,6-tetra-O-acetylhexopyranosyl)-1-thiohexopyranoside

There total 25 articles about phenyl 2,3,6-tri-O-acetyl-4-O-(2,3,4,6-tetra-O-acetylhexopyranosyl)-1-thiohexopyranoside 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: 95.0%

thiophenol (108-98-5) + 1',2',3',6',2,3,4,6-octa-O-acetyl-β-D-lactose (3616-19-1,5328-50-7,5346-90-7,6291-42-5,6920-00-9,20764-63-0,20880-60-8,20880-65-3,22352-19-8,23973-20-8,32447-69-1,34213-32-6,52554-32-2,53956-64-2,56907-29-0,56994-12-8,56994-13-9,57128-38-8,67650-36-6,68036-17-9,68036-19-1,78215-50-6,78215-51-7,79549-48-7,80446-82-8,85249-04-3,93221-83-1,93779-27-2,111407-83-1,111407-84-2,111407-85-3,120328-65-6,123809-59-6,132341-46-9,132341-47-0,132341-49-2,145307-94-4) → phenyl 2,3,6-tri-O-acetyl-4-O-(2',3',4',6'-tetra-O-acetyl-β-D-galactopyranosyl)-1-thio-β-D-glucopyranoside (5346-81-6,28022-14-2,28022-13-1)

Guidance literature:

With molybdenium(VI) dioxodichloride; In dichloromethane; at 20 ℃; for 14h;

DOI:10.1021/ol062375g

Reference yield: 94.0%

thiophenol (108-98-5) + 2,3,4,6-tetra-O-acetyl-α-D-glucopyranosyl-(1->4)-2,3,6-tri-O-acetyl-β-D-glucopyranosyl acetate (22352-19-8) → phenyl 2,3,6-tri-O-acetyl-4-O-(2,3,4,6-tetra-O-acetyl-α-D-glucopyranosyl)-1-thio-β-D-glucopyranoside (5346-81-6,28022-13-1,28022-14-2)

Guidance literature:

With molybdenium(VI) dioxodichloride; In dichloromethane; at 20 ℃; for 14h;

DOI:10.1021/ol062375g

Reference yield: 92.0%

thiophenol (108-98-5) + 2,3,6,2',3',4',6'-hepta-O-acetyl-lactosyl bromide (4753-07-5) → phenyl 2,3,6-tri-O-acetyl-4-O-(2',3',4',6'-tetra-O-acetyl-β-D-galactopyranosyl)-1-thio-β-D-glucopyranoside (5346-81-6,28022-14-2,28022-13-1)

Guidance literature:

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

DOI:10.1055/s-1991-26559

upstream raw materials:

α-hepta-O-acetylmaltosyl bromide

thiophenol

lactose octaacetate

p-Chlorothiophenol

Downstream raw materials:

6-O-acetyl-2,5-anhydro-3,4-di-O-benzoyl-1-O-[2',3',4',6',2,3,6-hepta-O-acetyl-β-maltopyranosyl]-D-mannitol

Methyl O-(2,3-di-O-benzyl-4,6-O-benzylidene-α-D-glucopyranosyl)-(1->4)-2,3-di-O-benzyl-6-O-tert-butyldimethylsilyl-β-D-glucopyranoside

phenyl 2,3,4,6-tetra-O-benzyl-β-D-galactopyranosyl-(1->4)-2,3,6-tri-O-benzyl-1-thio-β-D-glucopyranoside

2,3,6-tri-O-benzyl-4-O-(2′,3′,4′,6′-tetra-O-benzyl-β-D-galactopyranosyl)-D-glucopyranose