Methyl 4,6-di-O-benzyl-2-O-(methyl 2,3,4-tri-O-acetyl-β-<>-glucopyranosyluronate)-3-O-(2,3,4,6-tetra-O-benzyl-α-<>-galactopyranosyl)-α-<*>-mannopyranoside

Base Information

Chemical Name:Methyl 4,6-di-O-benzyl-2-O-(methyl 2,3,4-tri-O-acetyl-β-<*>-glucopyranosyluronate)-3-O-(2,3,4,6-tetra-O-benzyl-α-<*>-galactopyranosyl)-α-<*>-mannopyranoside
CAS No.:125365-16-4
Molecular Formula:C₆₈H₇₆O₂₀
Molecular Weight:1213.34
Hs Code.:

Synonyms:Methyl 4,6-di-O-benzyl-2-O-(methyl 2,3,4-tri-O-acetyl-β-<*>-glucopyranosyluronate)-3-O-(2,3,4,6-tetra-O-benzyl-α-<*>-galactopyranosyl)-α-<*>-mannopyranoside

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Chemical Property of Methyl 4,6-di-O-benzyl-2-O-(methyl 2,3,4-tri-O-acetyl-β-<*>-glucopyranosyluronate)-3-O-(2,3,4,6-tetra-O-benzyl-α-<*>-galactopyranosyl)-α-<*>-mannopyranoside

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Technology Process of Methyl 4,6-di-O-benzyl-2-O-(methyl 2,3,4-tri-O-acetyl-β-<*>-glucopyranosyluronate)-3-O-(2,3,4,6-tetra-O-benzyl-α-<*>-galactopyranosyl)-α-<*>-mannopyranoside

There total 6 articles about Methyl 4,6-di-O-benzyl-2-O-(methyl 2,3,4-tri-O-acetyl-β-<*>-glucopyranosyluronate)-3-O-(2,3,4,6-tetra-O-benzyl-α-<*>-galactopyranosyl)-α-<*>-mannopyranoside 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: 70.0%

: 6919-98-8
2,3,4-tri-O-acetyl-1-bromo-1-deoxy-β-D-glucopyranuronic acid methy ester

: 125365-15-3
Methyl 4,6-di-O-benzyl-3-O-(2,3,4,6-tetra-O-benzyl-α-<*>-galactopyranosyl)-α-<*>-mannopyranoside

: 125365-16-4
Methyl 4,6-di-O-benzyl-2-O-(methyl 2,3,4-tri-O-acetyl-β-<*>-glucopyranosyluronate)-3-O-(2,3,4,6-tetra-O-benzyl-α-<*>-galactopyranosyl)-α-<*>-mannopyranoside

Guidance literature:: With 4 A molecular sieve; mercury(II) cyanide; In nitromethane; benzene; at 40 ℃;
DOI:10.1016/0008-6215(89)84124-2

Reference yield:

: 53081-30-4
tetra-O-benzyl-α-D-galactosyl bromide

: 125365-16-4
Methyl 4,6-di-O-benzyl-2-O-(methyl 2,3,4-tri-O-acetyl-β-<*>-glucopyranosyluronate)-3-O-(2,3,4,6-tetra-O-benzyl-α-<*>-galactopyranosyl)-α-<*>-mannopyranoside

Guidance literature:: Multi-step reaction with 3 steps

1: 65 percent / triethylamine / tetraethylammonium bromide / CH₂Cl₂; dimethylformamide / 48 h / Ambient temperature

2: 60 percent / 1.) potassium tert-butoxyde, 2.) mercury(II) oxide, mercury(II) chloride / dimethylsulfoxide; acetone; H₂O / 1.) methyl sulfoxide, potassium tert-butoxide, 100 deg C_., 2h, 2.) mercury(II) oxide, mercury(II) chloride, aceton-water, 30 min., room temperature

3: 70 percent / molecular sieve 4 Angstroem, mercury(II) cyanide / benzene; nitromethane / 40 °C

With 4 A molecular sieve; potassium tert-butylate; mercury(II) cyanide; triethylamine; mercury dichloride; mercury(II) oxide; tetraethylammonium bromide; In nitromethane; dichloromethane; water; dimethyl sulfoxide; N,N-dimethyl-formamide; acetone; benzene;
DOI:10.1016/0008-6215(89)84124-2

Reference yield:

: 100-39-0
benzyl bromide

: 125365-16-4
Methyl 4,6-di-O-benzyl-2-O-(methyl 2,3,4-tri-O-acetyl-β-<*>-glucopyranosyluronate)-3-O-(2,3,4,6-tetra-O-benzyl-α-<*>-galactopyranosyl)-α-<*>-mannopyranoside

Guidance literature:: Multi-step reaction with 5 steps

1: 70 percent / potassium hydroxide / dioxane / 80 °C

2: bromine / CH₂Cl₂ / 0.25 h / 0 °C

3: 65 percent / triethylamine / tetraethylammonium bromide / CH₂Cl₂; dimethylformamide / 48 h / Ambient temperature

4: 60 percent / 1.) potassium tert-butoxyde, 2.) mercury(II) oxide, mercury(II) chloride / dimethylsulfoxide; acetone; H₂O / 1.) methyl sulfoxide, potassium tert-butoxide, 100 deg C_., 2h, 2.) mercury(II) oxide, mercury(II) chloride, aceton-water, 30 min., room temperature

5: 70 percent / molecular sieve 4 Angstroem, mercury(II) cyanide / benzene; nitromethane / 40 °C

With potassium hydroxide; 4 A molecular sieve; potassium tert-butylate; bromine; mercury(II) cyanide; triethylamine; mercury dichloride; mercury(II) oxide; tetraethylammonium bromide; In 1,4-dioxane; nitromethane; dichloromethane; water; dimethyl sulfoxide; N,N-dimethyl-formamide; acetone; benzene;
DOI:10.1016/0008-6215(89)84124-2