phenyl O-(2,3,4,6-tetra-O-acetyl-α-D-glucopyranosyl-(1->4)-O-(2,3,6-tri-O-acetyl-α-D-glucopyranosyl)-(1->4)-2,3-di-O-acetyl-6-O-(triphenylmethyl)-1-thio-β-D-glucopyranoside

Base Information

• Chemical Name: phenyl O-(2,3,4,6-tetra-O-acetyl-α-D-glucopyranosyl-(1->4)-O-(2,3,6-tri-O-acetyl-α-D-glucopyranosyl)-(1->4)-2,3-di-O-acetyl-6-O-(triphenylmethyl)-1-thio-β-D-glucopyranoside
• CAS No.: 426218-85-1
• Molecular Formula: C₆₁H₆₈O₂₄S
• Molecular Weight: 1217.26
• Mol file: 426218-85-1.mol

Synonyms:phenyl O-(2,3,4,6-tetra-O-acetyl-α-D-glucopyranosyl-(1->4)-O-(2,3,6-tri-O-acetyl-α-D-glucopyranosyl)-(1->4)-2,3-di-O-acetyl-6-O-(triphenylmethyl)-1-thio-β-D-glucopyranoside

Chemical Property of phenyl O-(2,3,4,6-tetra-O-acetyl-α-D-glucopyranosyl-(1->4)-O-(2,3,6-tri-O-acetyl-α-D-glucopyranosyl)-(1->4)-2,3-di-O-acetyl-6-O-(triphenylmethyl)-1-thio-β-D-glucopyranoside

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of phenyl O-(2,3,4,6-tetra-O-acetyl-α-D-glucopyranosyl-(1->4)-O-(2,3,6-tri-O-acetyl-α-D-glucopyranosyl)-(1->4)-2,3-di-O-acetyl-6-O-(triphenylmethyl)-1-thio-β-D-glucopyranoside

There total 5 articles about phenyl O-(2,3,4,6-tetra-O-acetyl-α-D-glucopyranosyl-(1->4)-O-(2,3,6-tri-O-acetyl-α-D-glucopyranosyl)-(1->4)-2,3-di-O-acetyl-6-O-(triphenylmethyl)-1-thio-β-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: 88.0%

trityl chloride (76-83-5) + phenyl O-(2,3,4,6-tetra-O-acetyl-α-D-glucopyranosyl-(1->4)-O-(2,3,6-tri-O-acetyl-α-D-glucopyranosyl)-(1->4)-2,3-di-O-acetyl-1-thio-β-D-glucopyranoside (426218-84-0) → phenyl O-(2,3,4,6-tetra-O-acetyl-α-D-glucopyranosyl-(1->4)-O-(2,3,6-tri-O-acetyl-α-D-glucopyranosyl)-(1->4)-2,3-di-O-acetyl-6-O-(triphenylmethyl)-1-thio-β-D-glucopyranoside (426218-85-1)

Guidance literature:

With pyridine; at 140 ℃; for 1h;

DOI:10.1055/s-2002-20038

Reference yield:

maltotriose peracetate (76821-26-6) → phenyl O-(2,3,4,6-tetra-O-acetyl-α-D-glucopyranosyl-(1->4)-O-(2,3,6-tri-O-acetyl-α-D-glucopyranosyl)-(1->4)-2,3-di-O-acetyl-6-O-(triphenylmethyl)-1-thio-β-D-glucopyranoside (426218-85-1)

Guidance literature:

Multi-step reaction with 5 steps

1.1: HBr; AcOH / CH₂Cl₂ / 5 h / 10 - 15 °C

2.1: 9.18 g / tetrabutylammonium hydrogen sulfate; aq. Na₂CO₃ / ethyl acetate / 18 h / 20 °C

3.1: aq. KOH / 20 h / 120 °C

3.2: 85 percent / Ac₂O; NaOAc / 2.5 h / 170 °C

4.1: 90 percent / ZnI₂ / CH₂Cl₂ / 17 h / 20 °C

5.1: 88 percent / pyridine / 1 h / 140 °C

With pyridine; potassium hydroxide; hydrogen bromide; tetra(n-butyl)ammonium hydrogensulfate; sodium carbonate; acetic acid; zinc(II) iodide; In dichloromethane; ethyl acetate;

DOI:10.1055/s-2002-20038

Reference yield:

pentachlorophenyl O-(2,3,4,6-tetra-O-acetyl-α-D-glucopyranosyl-(1->4)-O-(2,3,6-tri-O-acetyl-α-D-glucopyranosyl)-(1->4)-2,3,6-tri-O-acetyl-β-D-glucopyranoside (110519-31-8) → phenyl O-(2,3,4,6-tetra-O-acetyl-α-D-glucopyranosyl-(1->4)-O-(2,3,6-tri-O-acetyl-α-D-glucopyranosyl)-(1->4)-2,3-di-O-acetyl-6-O-(triphenylmethyl)-1-thio-β-D-glucopyranoside (426218-85-1)

Guidance literature:

Multi-step reaction with 3 steps

1.1: aq. KOH / 20 h / 120 °C

1.2: 85 percent / Ac₂O; NaOAc / 2.5 h / 170 °C

2.1: 90 percent / ZnI₂ / CH₂Cl₂ / 17 h / 20 °C

3.1: 88 percent / pyridine / 1 h / 140 °C

With pyridine; potassium hydroxide; zinc(II) iodide; In dichloromethane;

DOI:10.1055/s-2002-20038

upstream raw materials:

trityl chloride

phenyl O-(2,3,4,6-tetra-O-acetyl-α-D-glucopyranosyl-(1->4)-O-(2,3,6-tri-O-acetyl-α-D-glucopyranosyl)-(1->4)-2,3-di-O-acetyl-1-thio-β-D-glucopyranoside

maltotriose peracetate

pentachlorophenyl O-(2,3,4,6-tetra-O-acetyl-α-D-glucopyranosyl-(1->4)-O-(2,3,6-tri-O-acetyl-α-D-glucopyranosyl)-(1->4)-2,3,6-tri-O-acetyl-β-D-glucopyranoside

Downstream raw materials:

phenyl O-(α-D-glucopyranosyl-(1->4)-O-(α-D-glucopyranosyl)-(1->4)-6-O-(triphenylmethyl)-1-thio-β-D-glucopyranoside