4-methoxyphenyl (methyl 2,3,4-tri-O-benzoyl-β-D-glucopyranuronate)-(1→3)-4-O-benzoyl-2,6-di-O-benzyl-β-D-galactopyranoside

Base Information

Chemical Name:4-methoxyphenyl (methyl 2,3,4-tri-O-benzoyl-β-D-glucopyranuronate)-(1→3)-4-O-benzoyl-2,6-di-O-benzyl-β-D-galactopyranoside
CAS No.:635684-69-4
Molecular Formula:C₆₂H₅₆O₁₇
Molecular Weight:1073.12
Hs Code.:

Synonyms:4-methoxyphenyl (methyl 2,3,4-tri-O-benzoyl-β-D-glucopyranuronate)-(1→3)-4-O-benzoyl-2,6-di-O-benzyl-β-D-galactopyranoside

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Chemical Property of 4-methoxyphenyl (methyl 2,3,4-tri-O-benzoyl-β-D-glucopyranuronate)-(1→3)-4-O-benzoyl-2,6-di-O-benzyl-β-D-galactopyranoside

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Technology Process of 4-methoxyphenyl (methyl 2,3,4-tri-O-benzoyl-β-D-glucopyranuronate)-(1→3)-4-O-benzoyl-2,6-di-O-benzyl-β-D-galactopyranoside

There total 8 articles about 4-methoxyphenyl (methyl 2,3,4-tri-O-benzoyl-β-D-glucopyranuronate)-(1→3)-4-O-benzoyl-2,6-di-O-benzyl-β-D-galactopyranoside 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: 84.0%

: 169557-99-7
2,3,4-tri-O-benzoyl-1-deoxy-1-(2,2,2-trichloro-1-iminoethoxy)-α-D-glucopyranuronate, methyl ester

: 635684-68-3
4-methoxyphenyl 4-O-benzoyl-2,6-di-O-benzyl-β-D-galactopyranoside

: 635684-69-4
4-methoxyphenyl (methyl 2,3,4-tri-O-benzoyl-β-D-glucopyranuronate)-(1→3)-4-O-benzoyl-2,6-di-O-benzyl-β-D-galactopyranoside

Guidance literature:: With trimethylsilyl trifluoromethanesulfonate; 4 A molecular sieve; In dichloromethane; at 0 - 20 ℃;
DOI:10.1055/s-2003-40324

Reference yield:

: 2872-65-3,14581-81-8,17042-40-9,84380-06-3,105260-62-6
4-methoxyphenyl 2,3,4,6-tetra-O-acetyl-β-D-galactopyranoside

: 635684-69-4
4-methoxyphenyl (methyl 2,3,4-tri-O-benzoyl-β-D-glucopyranuronate)-(1→3)-4-O-benzoyl-2,6-di-O-benzyl-β-D-galactopyranoside

Guidance literature:: Multi-step reaction with 7 steps

1: 100 percent / NaOMe / methanol

2: 79 percent / CSA / dimethylformamide

3: 77 percent / NaH / dimethylformamide / 5 h

4: 73 percent / aq. AcOH / 2 h

5: 100 percent / p-TsOH / toluene / 1 h

6: 100 percent / aq. AcOH / 0.17 h

7: 84 percent / TMSOTf; 4 Angstroem molecular sieves / CH₂Cl₂ / 0 - 20 °C

With trimethylsilyl trifluoromethanesulfonate; 4 A molecular sieve; camphor-10-sulfonic acid; sodium methylate; sodium hydride; toluene-4-sulfonic acid; acetic acid; In methanol; dichloromethane; N,N-dimethyl-formamide; toluene;
DOI:10.1055/s-2003-40324

Reference yield:

: 159922-67-5
4-methoxyphenyl 3,4-O-isopropylidene-β-D-galactopyranoside

: 635684-69-4
4-methoxyphenyl (methyl 2,3,4-tri-O-benzoyl-β-D-glucopyranuronate)-(1→3)-4-O-benzoyl-2,6-di-O-benzyl-β-D-galactopyranoside

Guidance literature:: Multi-step reaction with 5 steps

1: 77 percent / NaH / dimethylformamide / 5 h

2: 73 percent / aq. AcOH / 2 h

3: 100 percent / p-TsOH / toluene / 1 h

4: 100 percent / aq. AcOH / 0.17 h

5: 84 percent / TMSOTf; 4 Angstroem molecular sieves / CH₂Cl₂ / 0 - 20 °C

With trimethylsilyl trifluoromethanesulfonate; 4 A molecular sieve; sodium hydride; toluene-4-sulfonic acid; acetic acid; In dichloromethane; N,N-dimethyl-formamide; toluene;
DOI:10.1055/s-2003-40324