methyl O-(3,4,6-tri-O-benzyl-α-D-(1-13C)-galactopyranosyl)-(1-3)-O-(4,6-di-O-acetyl-2-azido-2-deoxy-α-D-glucopyranosyl)-(1-3)-2,4-di-O-benzyl-α-L-rhamnopyranoside

Base Information

Chemical Name:methyl O-(3,4,6-tri-O-benzyl-α-D-(1-13C)-galactopyranosyl)-(1-3)-O-(4,6-di-O-acetyl-2-azido-2-deoxy-α-D-glucopyranosyl)-(1-3)-2,4-di-O-benzyl-α-L-rhamnopyranoside
CAS No.:211806-89-2
Molecular Formula:C₅₈H₆₇N₃O₁₆
Molecular Weight:1063.17
Hs Code.:

methyl O-(3,4,6-tri-O-benzyl-α-D-(1-13C)-galactopyranosyl)-(1-3)-O-(4,6-di-O-acetyl-2-azido-2-deoxy-α-D-glucopyranosyl)-(1-3)-2,4-di-O-benzyl-α-L-rhamnopyranoside

Synonyms:methyl O-(3,4,6-tri-O-benzyl-α-D-(1-13C)-galactopyranosyl)-(1-3)-O-(4,6-di-O-acetyl-2-azido-2-deoxy-α-D-glucopyranosyl)-(1-3)-2,4-di-O-benzyl-α-L-rhamnopyranoside

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Chemical Property of methyl O-(3,4,6-tri-O-benzyl-α-D-(1-13C)-galactopyranosyl)-(1-3)-O-(4,6-di-O-acetyl-2-azido-2-deoxy-α-D-glucopyranosyl)-(1-3)-2,4-di-O-benzyl-α-L-rhamnopyranoside

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Technology Process of methyl O-(3,4,6-tri-O-benzyl-α-D-(1-13C)-galactopyranosyl)-(1-3)-O-(4,6-di-O-acetyl-2-azido-2-deoxy-α-D-glucopyranosyl)-(1-3)-2,4-di-O-benzyl-α-L-rhamnopyranoside

There total 17 articles about methyl O-(3,4,6-tri-O-benzyl-α-D-(1-13C)-galactopyranosyl)-(1-3)-O-(4,6-di-O-acetyl-2-azido-2-deoxy-α-D-glucopyranosyl)-(1-3)-2,4-di-O-benzyl-α-L-rhamnopyranoside 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: 80.0%

: 211806-85-8
methyl O-[3,4,6-tri-O-benzyl-2-O-(4-methoxybenzyl)-α-D-(1-13C)-galactopyranosyl]-(1-3)-O-(4,6-di-O-acetyl-2-azido-2-deoxy-α-D-glucopyranosyl)-(1-3)-2,4-di-O-benzyl-α-L-rhamnopyranoside

: 211806-89-2
methyl O-(3,4,6-tri-O-benzyl-α-D-(1-13C)-galactopyranosyl)-(1-3)-O-(4,6-di-O-acetyl-2-azido-2-deoxy-α-D-glucopyranosyl)-(1-3)-2,4-di-O-benzyl-α-L-rhamnopyranoside

Guidance literature:: With ammonium cerium(IV) nitrate; In water; acetonitrile; at 23 ℃; for 0.166667h;
DOI:10.1016/S0008-6215(98)00047-0

Reference yield:

: C₁₁⁽¹³⁾CH₂₀O₈

: 211806-89-2
methyl O-(3,4,6-tri-O-benzyl-α-D-(1-13C)-galactopyranosyl)-(1-3)-O-(4,6-di-O-acetyl-2-azido-2-deoxy-α-D-glucopyranosyl)-(1-3)-2,4-di-O-benzyl-α-L-rhamnopyranoside

Guidance literature:: Multi-step reaction with 7 steps

2: 8 h / Heating

3: 85 percent / Me₃SiOSO₂Me / CH₂Cl₂

4: NaOMe / methanol / 4 h

5: 85 percent / 1.) NaH / dimethylformamide / 3 h / 0 °C

6: 1.) chlorine, 2,6-di-tert-butylpyridine, 4 Angstroem mol. sieves; 2.) CF₃SO₂OAg / 1.) CH₂Cl₂, CCl₄, 23 deg C, 15 min; 2.) CH₂Cl₂, CCl₄, -78 deg C, 3 h

7: 80 percent / (NH₄)2Ce(NO₃)6 / acetonitrile; H₂O / 0.17 h / 23 °C

With 2,6-di-tert-butyl-pyridine; ammonium cerium(IV) nitrate; 4 A molecular sieve; trimethylsilyl methanesulfonate; sodium methylate; silver trifluoromethanesulfonate; chlorine; sodium hydride; In methanol; dichloromethane; water; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1016/S0008-6215(98)00047-0

Reference yield:

: C₁₃⁽¹³⁾CH₁₉BrO₉

: 211806-89-2
methyl O-(3,4,6-tri-O-benzyl-α-D-(1-13C)-galactopyranosyl)-(1-3)-O-(4,6-di-O-acetyl-2-azido-2-deoxy-α-D-glucopyranosyl)-(1-3)-2,4-di-O-benzyl-α-L-rhamnopyranoside

Guidance literature:: Multi-step reaction with 9 steps

1: Bu₄NBr, 2,4,6-trimethylpyridine / CH₂Cl₂ / 96 h / 23 °C

2: NaH / dimethylformamide

4: 8 h / Heating

5: 85 percent / Me₃SiOSO₂Me / CH₂Cl₂

6: NaOMe / methanol / 4 h

7: 85 percent / 1.) NaH / dimethylformamide / 3 h / 0 °C

8: 1.) chlorine, 2,6-di-tert-butylpyridine, 4 Angstroem mol. sieves; 2.) CF₃SO₂OAg / 1.) CH₂Cl₂, CCl₄, 23 deg C, 15 min; 2.) CH₂Cl₂, CCl₄, -78 deg C, 3 h

9: 80 percent / (NH₄)2Ce(NO₃)6 / acetonitrile; H₂O / 0.17 h / 23 °C

With 2,4,6-trimethyl-pyridine; 2,6-di-tert-butyl-pyridine; ammonium cerium(IV) nitrate; 4 A molecular sieve; trimethylsilyl methanesulfonate; tetrabutylammomium bromide; sodium methylate; silver trifluoromethanesulfonate; chlorine; sodium hydride; In methanol; dichloromethane; water; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1016/S0008-6215(98)00047-0