methyl (2,3-di-O-benzoyl-4-O-methyl-β-D-glucopyranosyl)uronate-(1->6)-2,3,4-tri-O-benzoyl-α-D-galactopyranosyl trichloroacetimidate

Base Information

Chemical Name:methyl (2,3-di-O-benzoyl-4-O-methyl-β-D-glucopyranosyl)uronate-(1->6)-2,3,4-tri-O-benzoyl-α-D-galactopyranosyl trichloroacetimidate
CAS No.:372518-32-6
Molecular Formula:C₅₁H₄₄Cl₃NO₁₇
Molecular Weight:1049.27
Hs Code.:

Synonyms:methyl (2,3-di-O-benzoyl-4-O-methyl-β-D-glucopyranosyl)uronate-(1->6)-2,3,4-tri-O-benzoyl-α-D-galactopyranosyl trichloroacetimidate

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Chemical Property of methyl (2,3-di-O-benzoyl-4-O-methyl-β-D-glucopyranosyl)uronate-(1->6)-2,3,4-tri-O-benzoyl-α-D-galactopyranosyl trichloroacetimidate

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Technology Process of methyl (2,3-di-O-benzoyl-4-O-methyl-β-D-glucopyranosyl)uronate-(1->6)-2,3,4-tri-O-benzoyl-α-D-galactopyranosyl trichloroacetimidate

There total 14 articles about methyl (2,3-di-O-benzoyl-4-O-methyl-β-D-glucopyranosyl)uronate-(1->6)-2,3,4-tri-O-benzoyl-α-D-galactopyranosyl trichloroacetimidate 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

: 372518-32-6
methyl (2,3-di-O-benzoyl-4-O-methyl-β-D-glucopyranosyl)uronate-(1->6)-2,3,4-tri-O-benzoyl-α-D-galactopyranosyl trichloroacetimidate

Guidance literature:: Multi-step reaction with 14 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

10: 80.8 percent / TMSOTf / CH₂Cl₂ / 0 - 20 °C

11: hydrogen / Pd/C (1- percent) / methanol; tetrahydrofuran / 0.5 h / 20 °C

12: pyridine / 1 h / 20 °C

13: TFA / CH₂Cl₂ / 1 h / 20 °C

14: DBU / CH₂Cl₂ / 1 h / 0 °C

With pyridine; hydrogenchloride; potassium dichromate; trimethylsilyl trifluoromethanesulfonate; 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:

: (2S,3S,4R,5R,6R)-4,5-Dihydroxy-3-methoxy-6-(2-trimethylsilanyl-ethoxy)-tetrahydro-pyran-2-carboxylic acid methyl ester

: 372518-32-6
methyl (2,3-di-O-benzoyl-4-O-methyl-β-D-glucopyranosyl)uronate-(1->6)-2,3,4-tri-O-benzoyl-α-D-galactopyranosyl trichloroacetimidate

Guidance literature:: Multi-step reaction with 8 steps

1: pyridine / 10 h / 20 °C

2: CF₃COOH / CH₂Cl₂ / 1 h / 0 °C

3: DBU / CH₂Cl₂ / 2 h / 0 °C

4: 80.8 percent / TMSOTf / CH₂Cl₂ / 0 - 20 °C

5: hydrogen / Pd/C (1- percent) / methanol; tetrahydrofuran / 0.5 h / 20 °C

6: pyridine / 1 h / 20 °C

7: TFA / CH₂Cl₂ / 1 h / 20 °C

8: DBU / CH₂Cl₂ / 1 h / 0 °C

With pyridine; trimethylsilyl trifluoromethanesulfonate; 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

Reference yield:

: methyl (2,3-di-O-benzoyl-4-O-methyl-β-D-glucopyranose)uronate

: 372518-32-6
methyl (2,3-di-O-benzoyl-4-O-methyl-β-D-glucopyranosyl)uronate-(1->6)-2,3,4-tri-O-benzoyl-α-D-galactopyranosyl trichloroacetimidate

Guidance literature:: Multi-step reaction with 6 steps

1: DBU / CH₂Cl₂ / 2 h / 0 °C

2: 80.8 percent / TMSOTf / CH₂Cl₂ / 0 - 20 °C

3: hydrogen / Pd/C (1- percent) / methanol; tetrahydrofuran / 0.5 h / 20 °C

4: pyridine / 1 h / 20 °C

5: TFA / CH₂Cl₂ / 1 h / 20 °C

6: DBU / CH₂Cl₂ / 1 h / 0 °C

With pyridine; trimethylsilyl trifluoromethanesulfonate; 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