methyl (2-acetamido-4-O-acetyl-3,6-di-O-benzyl-2-deoxy-β-D-galactopyranosyl)-(1->4)-(methyl 2-O-benzoyl-3-O-benzyl-α-L-idopyranosid)uronate

Base Information

Chemical Name:methyl (2-acetamido-4-O-acetyl-3,6-di-O-benzyl-2-deoxy-β-D-galactopyranosyl)-(1->4)-(methyl 2-O-benzoyl-3-O-benzyl-α-L-idopyranosid)uronate
CAS No.:321380-51-2
Molecular Formula:C₄₆H₅₁NO₁₄
Molecular Weight:841.909
Hs Code.:

Synonyms:methyl (2-acetamido-4-O-acetyl-3,6-di-O-benzyl-2-deoxy-β-D-galactopyranosyl)-(1->4)-(methyl 2-O-benzoyl-3-O-benzyl-α-L-idopyranosid)uronate

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Chemical Property of methyl (2-acetamido-4-O-acetyl-3,6-di-O-benzyl-2-deoxy-β-D-galactopyranosyl)-(1->4)-(methyl 2-O-benzoyl-3-O-benzyl-α-L-idopyranosid)uronate

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Technology Process of methyl (2-acetamido-4-O-acetyl-3,6-di-O-benzyl-2-deoxy-β-D-galactopyranosyl)-(1->4)-(methyl 2-O-benzoyl-3-O-benzyl-α-L-idopyranosid)uronate

There total 20 articles about methyl (2-acetamido-4-O-acetyl-3,6-di-O-benzyl-2-deoxy-β-D-galactopyranosyl)-(1->4)-(methyl 2-O-benzoyl-3-O-benzyl-α-L-idopyranosid)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:

: 181228-42-2
methyl 3-O-benzyl-α-L-idopyranoside

: 321380-51-2
methyl (2-acetamido-4-O-acetyl-3,6-di-O-benzyl-2-deoxy-β-D-galactopyranosyl)-(1->4)-(methyl 2-O-benzoyl-3-O-benzyl-α-L-idopyranosid)uronate

Guidance literature:: Multi-step reaction with 9 steps

1.1: 87 percent / 10-D,L-camphorsulfonic acid / dimethylformamide / 3 h / 0 °C

2.1: 2.25 g / pyridine / 0.5 h / 20 °C

3.1: acetic acid; H₂O / 0.25 h / 80 °C

4.1: 2.55 g / imidazole / dimethylformamide / 18 h / 50 °C

5.1: 1.91 g / CrO₃ / aq. H₂SO₄ / 0 °C

6.1: 1.55 g / Et₃N; 4-dimethylaminopyridine / CH₂Cl₂ / 0 - 20 °C

7.1: 60 percent / Bu₄NF / tetrahydrofuran / 0.33 h / 0 °C

8.1: 4 Angstroem molecular sieves / CH₂Cl₂ / 1 h / 20 °C

8.2: 60 percent / Me₃SiOTf / CH₂Cl₂; toluene / 0.17 h / -15 °C

9.1: 76 percent / Bu₃SnH; AIBN / benzene / 20 - 80 °C

With 1H-imidazole; chromium(VI) oxide; dmap; 2,2'-azobis(isobutyronitrile); 4 A molecular sieve; (1S)-10-camphorsulfonic acid; tetrabutyl ammonium fluoride; tri-n-butyl-tin hydride; triethylamine; In tetrahydrofuran; pyridine; dichloromethane; sulfuric acid; water; acetic acid; N,N-dimethyl-formamide; benzene; 5.1: Jones oxidation;
DOI:10.1016/S0008-6215(00)00234-2

Reference yield:

: 181024-52-2
methyl 2,4,6-tri-O-benzoyl-3-O-benzyl-α-L-idopyranoside

: 321380-51-2
methyl (2-acetamido-4-O-acetyl-3,6-di-O-benzyl-2-deoxy-β-D-galactopyranosyl)-(1->4)-(methyl 2-O-benzoyl-3-O-benzyl-α-L-idopyranosid)uronate

Guidance literature:: Multi-step reaction with 10 steps

1.1: 100 percent / NaOMe / methanol / 4 h / 20 °C

2.1: 87 percent / 10-D,L-camphorsulfonic acid / dimethylformamide / 3 h / 0 °C

3.1: 2.25 g / pyridine / 0.5 h / 20 °C

4.1: acetic acid; H₂O / 0.25 h / 80 °C

5.1: 2.55 g / imidazole / dimethylformamide / 18 h / 50 °C

6.1: 1.91 g / CrO₃ / aq. H₂SO₄ / 0 °C

7.1: 1.55 g / Et₃N; 4-dimethylaminopyridine / CH₂Cl₂ / 0 - 20 °C

8.1: 60 percent / Bu₄NF / tetrahydrofuran / 0.33 h / 0 °C

9.1: 4 Angstroem molecular sieves / CH₂Cl₂ / 1 h / 20 °C

9.2: 60 percent / Me₃SiOTf / CH₂Cl₂; toluene / 0.17 h / -15 °C

10.1: 76 percent / Bu₃SnH; AIBN / benzene / 20 - 80 °C

With 1H-imidazole; chromium(VI) oxide; dmap; 2,2'-azobis(isobutyronitrile); 4 A molecular sieve; (1S)-10-camphorsulfonic acid; tetrabutyl ammonium fluoride; tri-n-butyl-tin hydride; sodium methylate; triethylamine; In tetrahydrofuran; pyridine; methanol; dichloromethane; sulfuric acid; water; acetic acid; N,N-dimethyl-formamide; benzene; 6.1: Jones oxidation;
DOI:10.1016/S0008-6215(00)00234-2

Reference yield:

: 181228-43-3
methyl 3-O-benzyl-4,6-O-isopropylidene-α-L-idopyranoside

: 321380-51-2
methyl (2-acetamido-4-O-acetyl-3,6-di-O-benzyl-2-deoxy-β-D-galactopyranosyl)-(1->4)-(methyl 2-O-benzoyl-3-O-benzyl-α-L-idopyranosid)uronate

Guidance literature:: Multi-step reaction with 8 steps

1.1: 2.25 g / pyridine / 0.5 h / 20 °C

2.1: acetic acid; H₂O / 0.25 h / 80 °C

3.1: 2.55 g / imidazole / dimethylformamide / 18 h / 50 °C

4.1: 1.91 g / CrO₃ / aq. H₂SO₄ / 0 °C

5.1: 1.55 g / Et₃N; 4-dimethylaminopyridine / CH₂Cl₂ / 0 - 20 °C

6.1: 60 percent / Bu₄NF / tetrahydrofuran / 0.33 h / 0 °C

7.1: 4 Angstroem molecular sieves / CH₂Cl₂ / 1 h / 20 °C

7.2: 60 percent / Me₃SiOTf / CH₂Cl₂; toluene / 0.17 h / -15 °C

8.1: 76 percent / Bu₃SnH; AIBN / benzene / 20 - 80 °C

With 1H-imidazole; chromium(VI) oxide; dmap; 2,2'-azobis(isobutyronitrile); 4 A molecular sieve; tetrabutyl ammonium fluoride; tri-n-butyl-tin hydride; triethylamine; In tetrahydrofuran; pyridine; dichloromethane; sulfuric acid; water; acetic acid; N,N-dimethyl-formamide; benzene; 4.1: Jones oxidation;
DOI:10.1016/S0008-6215(00)00234-2