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

Base Information

Chemical Name:phenyl O-(α-D-glucopyranosyl-(1->4)-O-(α-D-glucopyranosyl)-(1->4)-6-O-(triphenylmethyl)-1-thio-β-D-glucopyranoside
CAS No.:426218-86-2
Molecular Formula:C₄₃H₅₀O₁₅S
Molecular Weight:838.927
Hs Code.:

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

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

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

There total 6 articles about phenyl O-(α-D-glucopyranosyl-(1->4)-O-(α-D-glucopyranosyl)-(1->4)-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: 91.0%

: 426218-85-1
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

: 426218-86-2
phenyl O-(α-D-glucopyranosyl-(1->4)-O-(α-D-glucopyranosyl)-(1->4)-6-O-(triphenylmethyl)-1-thio-β-D-glucopyranoside

Guidance literature:: With sodium methylate; In tetrahydrofuran; methanol; at 20 ℃; for 3h;
DOI:10.1055/s-2002-20038

Reference yield:

: 76821-26-6
maltotriose peracetate

: 426218-86-2
phenyl O-(α-D-glucopyranosyl-(1->4)-O-(α-D-glucopyranosyl)-(1->4)-6-O-(triphenylmethyl)-1-thio-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 6 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

6.1: 91 percent / NaOMe / methanol; tetrahydrofuran / 3 h / 20 °C

With pyridine; potassium hydroxide; hydrogen bromide; sodium methylate; tetra(n-butyl)ammonium hydrogensulfate; sodium carbonate; acetic acid; zinc(II) iodide; In tetrahydrofuran; methanol; dichloromethane; ethyl acetate;
DOI:10.1055/s-2002-20038

Reference yield:

: 76821-27-7
Acetic acid (2R,3R,4S,5R,6R)-3-acetoxy-6-acetoxymethyl-2-((2R,3R,4S,5R)-4,5-diacetoxy-2-acetoxymethyl-6-bromo-tetrahydro-pyran-3-yloxy)-5-((2R,3R,4S,5R,6R)-3,4,5-triacetoxy-6-acetoxymethyl-tetrahydro-pyran-2-yloxy)-tetrahydro-pyran-4-yl ester

: 426218-86-2
phenyl O-(α-D-glucopyranosyl-(1->4)-O-(α-D-glucopyranosyl)-(1->4)-6-O-(triphenylmethyl)-1-thio-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 5 steps

1.1: 9.18 g / tetrabutylammonium hydrogen sulfate; aq. Na₂CO₃ / ethyl acetate / 18 h / 20 °C

2.1: aq. KOH / 20 h / 120 °C

2.2: 85 percent / Ac₂O; NaOAc / 2.5 h / 170 °C

3.1: 90 percent / ZnI₂ / CH₂Cl₂ / 17 h / 20 °C

4.1: 88 percent / pyridine / 1 h / 140 °C

5.1: 91 percent / NaOMe / methanol; tetrahydrofuran / 3 h / 20 °C

With pyridine; potassium hydroxide; sodium methylate; tetra(n-butyl)ammonium hydrogensulfate; sodium carbonate; zinc(II) iodide; In tetrahydrofuran; methanol; dichloromethane; ethyl acetate;
DOI:10.1055/s-2002-20038