benzyl [4-methoxyphenyl 2-O-benzoyl-3-O-benzyl-4-O-(4-O-acetyl-6-O-benzyl-2-deoxy-3-O-levulinoyl-2-trichloroacetamido-β-D-glucopyranosyl)-β-D-glucopyranoside]uronate

Base Information

Chemical Name:benzyl [4-methoxyphenyl 2-O-benzoyl-3-O-benzyl-4-O-(4-O-acetyl-6-O-benzyl-2-deoxy-3-O-levulinoyl-2-trichloroacetamido-β-D-glucopyranosyl)-β-D-glucopyranoside]uronate
CAS No.:1616628-05-7
Molecular Formula:C₅₆H₅₆Cl₃NO₁₇
Molecular Weight:1121.42
Hs Code.:

benzyl [4-methoxyphenyl 2-O-benzoyl-3-O-benzyl-4-O-(4-O-acetyl-6-O-benzyl-2-deoxy-3-O-levulinoyl-2-trichloroacetamido-β-D-glucopyranosyl)-β-D-glucopyranoside]uronate

Synonyms:benzyl [4-methoxyphenyl 2-O-benzoyl-3-O-benzyl-4-O-(4-O-acetyl-6-O-benzyl-2-deoxy-3-O-levulinoyl-2-trichloroacetamido-β-D-glucopyranosyl)-β-D-glucopyranoside]uronate

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Chemical Property of benzyl [4-methoxyphenyl 2-O-benzoyl-3-O-benzyl-4-O-(4-O-acetyl-6-O-benzyl-2-deoxy-3-O-levulinoyl-2-trichloroacetamido-β-D-glucopyranosyl)-β-D-glucopyranoside]uronate

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Technology Process of benzyl [4-methoxyphenyl 2-O-benzoyl-3-O-benzyl-4-O-(4-O-acetyl-6-O-benzyl-2-deoxy-3-O-levulinoyl-2-trichloroacetamido-β-D-glucopyranosyl)-β-D-glucopyranoside]uronate

There total 9 articles about benzyl [4-methoxyphenyl 2-O-benzoyl-3-O-benzyl-4-O-(4-O-acetyl-6-O-benzyl-2-deoxy-3-O-levulinoyl-2-trichloroacetamido-β-D-glucopyranosyl)-β-D-glucopyranoside]uronate 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: 72.0%

: 1436409-46-9
benzyl (4-methoxyphenyl 2-O-benzoyl-3-O-benzyl-β-D-glucopyranoside)uronate

: O-(4-O-acetyl-6-O-benzyl-2-deoxy-3-O-levulinoyl-2-trichloroacetamido-α,β-D-glucopyranosyl)trichloroacetimidate

: 1616628-05-7
benzyl [4-methoxyphenyl 2-O-benzoyl-3-O-benzyl-4-O-(4-O-acetyl-6-O-benzyl-2-deoxy-3-O-levulinoyl-2-trichloroacetamido-β-D-glucopyranosyl)-β-D-glucopyranoside]uronate

Guidance literature:: With trimethylsilyl trifluoromethanesulfonate; In dichloromethane; at 0 ℃; for 0.333333h; Molecular sieve; Inert atmosphere;
DOI:10.1016/j.carres.2014.05.007

Reference yield:

: 1616628-01-3
dimethylthexylsilyl 6-O-benzyl-2-deoxy-3-O-levulinoyl-2-trichloroacetamido-β-D-glucopyranoside

: 1616628-05-7
benzyl [4-methoxyphenyl 2-O-benzoyl-3-O-benzyl-4-O-(4-O-acetyl-6-O-benzyl-2-deoxy-3-O-levulinoyl-2-trichloroacetamido-β-D-glucopyranosyl)-β-D-glucopyranoside]uronate

Guidance literature:: Multi-step reaction with 4 steps

1: pyridine / 1.16 h / 0 - 20 °C

2: pyridine hydrofluoride / tetrahydrofuran / 120 h / 0 °C

3: 1,8-diazabicyclo[5.4.0]undec-7-ene / dichloromethane / 1 h / 20 °C

4: trimethylsilyl trifluoromethanesulfonate / dichloromethane / 0.33 h / 0 °C / Molecular sieve; Inert atmosphere

With pyridine; pyridine hydrofluoride; trimethylsilyl trifluoromethanesulfonate; 1,8-diazabicyclo[5.4.0]undec-7-ene; In tetrahydrofuran; dichloromethane;
DOI:10.1016/j.carres.2014.05.007

Reference yield:

: 1616627-97-4
dimethylthexylsilyl 3,4,6-tri-O-acetyl-2-deoxy-2-trichloroacetamido-β-D-glucopyranoside

: 1616628-05-7
benzyl [4-methoxyphenyl 2-O-benzoyl-3-O-benzyl-4-O-(4-O-acetyl-6-O-benzyl-2-deoxy-3-O-levulinoyl-2-trichloroacetamido-β-D-glucopyranosyl)-β-D-glucopyranoside]uronate

Guidance literature:: Multi-step reaction with 8 steps

1: sodium methylate; methanol / 12 h

2: toluene-4-sulfonic acid / acetonitrile / 3 h / 20 °C

3: dicyclohexyl-carbodiimide; dmap / dichloromethane / 3 h

4: triethylsilane; trifluoroacetic acid / dichloromethane / 0.67 h / 20 °C / Molecular sieve

5: pyridine / 1.16 h / 0 - 20 °C

6: pyridine hydrofluoride / tetrahydrofuran / 120 h / 0 °C

7: 1,8-diazabicyclo[5.4.0]undec-7-ene / dichloromethane / 1 h / 20 °C

8: trimethylsilyl trifluoromethanesulfonate / dichloromethane / 0.33 h / 0 °C / Molecular sieve; Inert atmosphere

With pyridine; methanol; triethylsilane; dmap; pyridine hydrofluoride; trimethylsilyl trifluoromethanesulfonate; sodium methylate; toluene-4-sulfonic acid; 1,8-diazabicyclo[5.4.0]undec-7-ene; dicyclohexyl-carbodiimide; trifluoroacetic acid; In tetrahydrofuran; dichloromethane; acetonitrile;
DOI:10.1016/j.carres.2014.05.007