p-methoxyphenyl 2,3,4-tri-O-benzoyl-6-deoxy-β-D-glucopyranosyl-(1→2)-3,4-di-O-acetyl-β-D-xylopyranosyl-(13)-2,4-di-O-benzyl-6-deoxy-α-D-glucopyranoside

Base Information

Chemical Name:p-methoxyphenyl 2,3,4-tri-O-benzoyl-6-deoxy-β-D-glucopyranosyl-(1→2)-3,4-di-O-acetyl-β-D-xylopyranosyl-(13)-2,4-di-O-benzyl-6-deoxy-α-D-glucopyranoside
CAS No.:1461749-09-6
Molecular Formula:C₆₃H₆₄O₁₉
Molecular Weight:1125.19
Hs Code.:

p-methoxyphenyl 2,3,4-tri-O-benzoyl-6-deoxy-β-D-glucopyranosyl-(1→2)-3,4-di-O-acetyl-β-D-xylopyranosyl-(13)-2,4-di-O-benzyl-6-deoxy-α-D-glucopyranoside

Synonyms:p-methoxyphenyl 2,3,4-tri-O-benzoyl-6-deoxy-β-D-glucopyranosyl-(1→2)-3,4-di-O-acetyl-β-D-xylopyranosyl-(13)-2,4-di-O-benzyl-6-deoxy-α-D-glucopyranoside

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Chemical Property of p-methoxyphenyl 2,3,4-tri-O-benzoyl-6-deoxy-β-D-glucopyranosyl-(1→2)-3,4-di-O-acetyl-β-D-xylopyranosyl-(13)-2,4-di-O-benzyl-6-deoxy-α-D-glucopyranoside

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Technology Process of p-methoxyphenyl 2,3,4-tri-O-benzoyl-6-deoxy-β-D-glucopyranosyl-(1→2)-3,4-di-O-acetyl-β-D-xylopyranosyl-(13)-2,4-di-O-benzyl-6-deoxy-α-D-glucopyranoside

There total 4 articles about p-methoxyphenyl 2,3,4-tri-O-benzoyl-6-deoxy-β-D-glucopyranosyl-(1→2)-3,4-di-O-acetyl-β-D-xylopyranosyl-(13)-2,4-di-O-benzyl-6-deoxy-α-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: 78.0%

: 2,3,4-tri-O-benzoyl-6-deoxy-D-glucopyranosyl trichloroacetimidate

: 1461749-08-5
p-methoxyphenyl 3,4-di-O-acetyl-β-D-xylopyranosyl-(1→3)-2,4-diO-benzyl-6-deoxy-α-D-glucopyranoside

: 1461749-09-6
p-methoxyphenyl 2,3,4-tri-O-benzoyl-6-deoxy-β-D-glucopyranosyl-(1→2)-3,4-di-O-acetyl-β-D-xylopyranosyl-(13)-2,4-di-O-benzyl-6-deoxy-α-D-glucopyranoside

Guidance literature:: 2,3,4-tri-O-benzoyl-6-deoxy-D-glucopyranosyl trichloroacetimidate; p-methoxyphenyl 3,4-di-O-acetyl-β-D-xylopyranosyl-(1→3)-2,4-diO-benzyl-6-deoxy-α-D-glucopyranoside; In dichloromethane; for 0.5h; Molecular sieve; Inert atmosphere;

With trimethylsilyl trifluoromethanesulfonate; In dichloromethane; at 0 ℃; for 0.5h; Inert atmosphere; Molecular sieve;
DOI:10.1002/ejoc.201300575

Reference yield:

: 1461749-28-9
p-tolyl 2, 3, 4-tri-O-benzoyl-6-deoxy-6-iodo-1-thio-β-D-glucopyranoside

: 1461749-09-6
p-methoxyphenyl 2,3,4-tri-O-benzoyl-6-deoxy-β-D-glucopyranosyl-(1→2)-3,4-di-O-acetyl-β-D-xylopyranosyl-(13)-2,4-di-O-benzyl-6-deoxy-α-D-glucopyranoside

Guidance literature:: Multi-step reaction with 3 steps

1.1: tri-n-butyl-tin hydride; 2,2'-azobis(isobutyronitrile) / toluene / 3 h / Reflux; Inert atmosphere

2.1: N-Bromosuccinimide / acetone; water / 1 h / 0 °C

2.2: 2 h / 20 °C

3.1: dichloromethane / 0.5 h / Molecular sieve; Inert atmosphere

3.2: 0.5 h / 0 °C / Inert atmosphere; Molecular sieve

With N-Bromosuccinimide; 2,2'-azobis(isobutyronitrile); tri-n-butyl-tin hydride; In dichloromethane; water; acetone; toluene;
DOI:10.1002/ejoc.201300575

Reference yield:

: 762287-64-9
S-4-methylphenyl 2,3,4-tri-O-benzoyl-1-thio-β-D-glucopyranoside

: 1461749-09-6
p-methoxyphenyl 2,3,4-tri-O-benzoyl-6-deoxy-β-D-glucopyranosyl-(1→2)-3,4-di-O-acetyl-β-D-xylopyranosyl-(13)-2,4-di-O-benzyl-6-deoxy-α-D-glucopyranoside

Guidance literature:: Multi-step reaction with 4 steps

1.1: triphenylphosphine; 1H-imidazole; iodine / tetrahydrofuran / 2 h / Inert atmosphere; Reflux

2.1: tri-n-butyl-tin hydride; 2,2'-azobis(isobutyronitrile) / toluene / 3 h / Reflux; Inert atmosphere

3.1: N-Bromosuccinimide / acetone; water / 1 h / 0 °C

3.2: 2 h / 20 °C

4.1: dichloromethane / 0.5 h / Molecular sieve; Inert atmosphere

4.2: 0.5 h / 0 °C / Inert atmosphere; Molecular sieve

With 1H-imidazole; N-Bromosuccinimide; 2,2'-azobis(isobutyronitrile); iodine; tri-n-butyl-tin hydride; triphenylphosphine; In tetrahydrofuran; dichloromethane; water; acetone; toluene;
DOI:10.1002/ejoc.201300575