methyl (2,3-di-O-benzoyl-4-O-methyl-α-D-gucopyranosyl trichloroacetamidate)uronate

Base Information

Chemical Name:methyl (2,3-di-O-benzoyl-4-O-methyl-α-D-gucopyranosyl trichloroacetamidate)uronate
CAS No.:372518-28-0
Molecular Formula:C₂₄H₂₂Cl₃NO₉
Molecular Weight:574.799
Hs Code.:

Synonyms:methyl (2,3-di-O-benzoyl-4-O-methyl-α-D-gucopyranosyl trichloroacetamidate)uronate

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Chemical Property of methyl (2,3-di-O-benzoyl-4-O-methyl-α-D-gucopyranosyl trichloroacetamidate)uronate

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Technology Process of methyl (2,3-di-O-benzoyl-4-O-methyl-α-D-gucopyranosyl trichloroacetamidate)uronate

There total 9 articles about methyl (2,3-di-O-benzoyl-4-O-methyl-α-D-gucopyranosyl trichloroacetamidate)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:

: 152771-01-2
2-(Trimethylsilyl)ethyl 2,3-di-O-benzyl-β-D-glucopyranoside

: 372518-28-0
methyl (2,3-di-O-benzoyl-4-O-methyl-α-D-gucopyranosyl trichloroacetamidate)uronate

Guidance literature:: Multi-step reaction with 9 steps

1: pyridine / 12 h / 70 °C

2: NaH / dimethylformamide / 4 h / 20 °C

3: AcOH (80 percent) / 10 h / 55 °C

4: K₂Cr₂O₇; H₂SO₄ / acetone / 1 h / 55 °C

5: HCl / 2 h / 20 °C

6: hydrogen / Pd/C (10 percent) / methanol; tetrahydrofuran / 3 h / 20 °C

7: pyridine / 10 h / 20 °C

8: CF₃COOH / CH₂Cl₂ / 1 h / 0 °C

9: DBU / CH₂Cl₂ / 2 h / 0 °C

With pyridine; hydrogenchloride; potassium dichromate; sulfuric acid; hydrogen; sodium hydride; acetic acid; 1,8-diazabicyclo[5.4.0]undec-7-ene; trifluoroacetic acid; palladium on activated charcoal; In tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl-formamide; acetone;
DOI:10.1016/S0008-6215(01)00148-3

Reference yield:

: 372518-25-7
2-(trimethylsilyl)ethyl 2,3-di-O-benzyl-4-O-methyl-β-D-glucopyranoside

: 372518-28-0
methyl (2,3-di-O-benzoyl-4-O-methyl-α-D-gucopyranosyl trichloroacetamidate)uronate

Guidance literature:: Multi-step reaction with 6 steps

1: K₂Cr₂O₇; H₂SO₄ / acetone / 1 h / 55 °C

2: HCl / 2 h / 20 °C

3: hydrogen / Pd/C (10 percent) / methanol; tetrahydrofuran / 3 h / 20 °C

4: pyridine / 10 h / 20 °C

5: CF₃COOH / CH₂Cl₂ / 1 h / 0 °C

6: DBU / CH₂Cl₂ / 2 h / 0 °C

With pyridine; hydrogenchloride; potassium dichromate; sulfuric acid; hydrogen; 1,8-diazabicyclo[5.4.0]undec-7-ene; trifluoroacetic acid; palladium on activated charcoal; In tetrahydrofuran; methanol; dichloromethane; acetone;
DOI:10.1016/S0008-6215(01)00148-3

Reference yield:

: 372518-26-8
methyl [2-(trimethylsilyl)ethyl 2,3-di-O-benzyl-4-O-methyl-β-D-glucopyranosid]uronate

: 372518-28-0
methyl (2,3-di-O-benzoyl-4-O-methyl-α-D-gucopyranosyl trichloroacetamidate)uronate

Guidance literature:: Multi-step reaction with 4 steps

1: hydrogen / Pd/C (10 percent) / methanol; tetrahydrofuran / 3 h / 20 °C

2: pyridine / 10 h / 20 °C

3: CF₃COOH / CH₂Cl₂ / 1 h / 0 °C

4: DBU / CH₂Cl₂ / 2 h / 0 °C

With pyridine; hydrogen; 1,8-diazabicyclo[5.4.0]undec-7-ene; trifluoroacetic acid; palladium on activated charcoal; In tetrahydrofuran; methanol; dichloromethane;
DOI:10.1016/S0008-6215(01)00148-3