4-methoxyphenyl O-(2,4,6-tri-O-acetyl-β-D-galactopyranosyl)-(1->3)-O-(2,4,6-tri-O-acetyl-β-D-galactopyranosyl)-(1->4)-2,3-di-O-(4-methylbenzoyl)-β-D-xylopyranoside

Base Information

Chemical Name:4-methoxyphenyl O-(2,4,6-tri-O-acetyl-β-D-galactopyranosyl)-(1->3)-O-(2,4,6-tri-O-acetyl-β-D-galactopyranosyl)-(1->4)-2,3-di-O-(4-methylbenzoyl)-β-D-xylopyranoside
CAS No.:475101-62-3
Molecular Formula:C₅₂H₆₀O₂₄
Molecular Weight:1069.03
Hs Code.:

4-methoxyphenyl O-(2,4,6-tri-O-acetyl-β-D-galactopyranosyl)-(1->3)-O-(2,4,6-tri-O-acetyl-β-D-galactopyranosyl)-(1->4)-2,3-di-O-(4-methylbenzoyl)-β-D-xylopyranoside

Synonyms:4-methoxyphenyl O-(2,4,6-tri-O-acetyl-β-D-galactopyranosyl)-(1->3)-O-(2,4,6-tri-O-acetyl-β-D-galactopyranosyl)-(1->4)-2,3-di-O-(4-methylbenzoyl)-β-D-xylopyranoside

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Chemical Property of 4-methoxyphenyl O-(2,4,6-tri-O-acetyl-β-D-galactopyranosyl)-(1->3)-O-(2,4,6-tri-O-acetyl-β-D-galactopyranosyl)-(1->4)-2,3-di-O-(4-methylbenzoyl)-β-D-xylopyranoside

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Technology Process of 4-methoxyphenyl O-(2,4,6-tri-O-acetyl-β-D-galactopyranosyl)-(1->3)-O-(2,4,6-tri-O-acetyl-β-D-galactopyranosyl)-(1->4)-2,3-di-O-(4-methylbenzoyl)-β-D-xylopyranoside

There total 15 articles about 4-methoxyphenyl O-(2,4,6-tri-O-acetyl-β-D-galactopyranosyl)-(1->3)-O-(2,4,6-tri-O-acetyl-β-D-galactopyranosyl)-(1->4)-2,3-di-O-(4-methylbenzoyl)-β-D-xylopyranoside 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: 85.0%

: 475101-61-2
4-methoxyphenyl O-(2,4,6-tri-O-acetyl-3-O-allyl-β-D-galactopyranosyl)-(1->3)-O-(2,4,6-tri-O-acetyl-β-D-galactopyranosyl)-(1->4)-2,3-di-O-(4-methylbenzoyl)-β-D-xylopyranoside

: 475101-62-3
4-methoxyphenyl O-(2,4,6-tri-O-acetyl-β-D-galactopyranosyl)-(1->3)-O-(2,4,6-tri-O-acetyl-β-D-galactopyranosyl)-(1->4)-2,3-di-O-(4-methylbenzoyl)-β-D-xylopyranoside

Guidance literature:: 4-methoxyphenyl O-(2,4,6-tri-O-acetyl-3-O-allyl-β-D-galactopyranosyl)-(1->3)-O-(2,4,6-tri-O-acetyl-β-D-galactopyranosyl)-(1->4)-2,3-di-O-(4-methylbenzoyl)-β-D-xylopyranoside; With hydrogen; (1,5-cyclooctadiene)[bis(methyldiphenylphosphine)]iridium(I) hexafluorophosphate; In tetrahydrofuran;

With iodine; sodium hydrogencarbonate; In tetrahydrofuran;
DOI:10.1016/S0960-894X(02)00327-X

Reference yield:

: 134662-12-7,134662-31-0
2,4,6-tri-O-acetyl-3-O-allyl-α,β-D-galactopyranose

: 475101-62-3
4-methoxyphenyl O-(2,4,6-tri-O-acetyl-β-D-galactopyranosyl)-(1->3)-O-(2,4,6-tri-O-acetyl-β-D-galactopyranosyl)-(1->4)-2,3-di-O-(4-methylbenzoyl)-β-D-xylopyranoside

Guidance literature:: Multi-step reaction with 3 steps

1: 71 percent / DBU / CH₂Cl₂ / 1.5 h / 0 °C

2: 86 percent / TMSOTf / CH₂Cl₂ / 1 h / -20 °C

3: 85 percent / H₂ / (1,5-cyclooctadiene)(MePh₂P)2Ir*PF₆ / tetrahydrofuran / 0.75 h

With trimethylsilyl trifluoromethanesulfonate; hydrogen; 1,8-diazabicyclo[5.4.0]undec-7-ene; (1,5-cyclooctadiene)(MePh₂P)2Ir*PF₆; In tetrahydrofuran; dichloromethane;
DOI:10.1080/07328300701296810

Reference yield:

: 13299-05-3
p-Methoxyphenyl 2,3,4-tri-O-acetyl-β-D-xylopyranoside

: 475101-62-3
4-methoxyphenyl O-(2,4,6-tri-O-acetyl-β-D-galactopyranosyl)-(1->3)-O-(2,4,6-tri-O-acetyl-β-D-galactopyranosyl)-(1->4)-2,3-di-O-(4-methylbenzoyl)-β-D-xylopyranoside

Guidance literature:: Multi-step reaction with 8 steps

1.1: 100 percent / Et₃N / methanol; H₂O / 20 °C

2.1: 75 percent / camphorsulfonic acid / dimethylformamide / 5 h / 60 °C

3.1: TMSOTf / CH₂Cl₂ / 1 h / -15 - -10 °C

4.1: 518.1 mg / MeOH; camphorsulfonic acid / CH₂Cl₂ / 2 h

5.1: 77 percent / pyridine / 1.5 h / 20 °C

6.1: H₂ / (1,5-cyclooctadiene)(MePh₂P)2Ir*PF₆ / tetrahydrofuran / 2 h

6.2: 95 percent / NaHCO₃; I₂ / tetrahydrofuran; H₂O / 2.5 h / 0 °C

7.1: 86 percent / TMSOTf / CH₂Cl₂ / 1 h / -20 °C

8.1: 85 percent / H₂ / (1,5-cyclooctadiene)(MePh₂P)2Ir*PF₆ / tetrahydrofuran / 0.75 h

With pyridine; methanol; trimethylsilyl trifluoromethanesulfonate; camphor-10-sulfonic acid; hydrogen; triethylamine; (1,5-cyclooctadiene)(MePh₂P)2Ir*PF₆; In tetrahydrofuran; methanol; dichloromethane; water; N,N-dimethyl-formamide;
DOI:10.1080/07328300701296810