Methyl 2,3-di-O-benzyl-4-O-(2,3-di-O-benzyl-6-O-benzoyl-β-D-galactopyranosyl)-6-O-methoxycarbonylmethyl-β-D-glucopyranoside

Base Information

Chemical Name:Methyl 2,3-di-O-benzyl-4-O-(2,3-di-O-benzyl-6-O-benzoyl-β-D-galactopyranosyl)-6-O-methoxycarbonylmethyl-β-D-glucopyranoside
CAS No.:345320-77-6
Molecular Formula:C₅₁H₅₆O₁₄
Molecular Weight:892.997
Hs Code.:

Synonyms:Methyl 2,3-di-O-benzyl-4-O-(2,3-di-O-benzyl-6-O-benzoyl-β-D-galactopyranosyl)-6-O-methoxycarbonylmethyl-β-D-glucopyranoside

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Chemical Property of Methyl 2,3-di-O-benzyl-4-O-(2,3-di-O-benzyl-6-O-benzoyl-β-D-galactopyranosyl)-6-O-methoxycarbonylmethyl-β-D-glucopyranoside

Chemical Property:

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Technology Process of Methyl 2,3-di-O-benzyl-4-O-(2,3-di-O-benzyl-6-O-benzoyl-β-D-galactopyranosyl)-6-O-methoxycarbonylmethyl-β-D-glucopyranoside

There total 7 articles about Methyl 2,3-di-O-benzyl-4-O-(2,3-di-O-benzyl-6-O-benzoyl-β-D-galactopyranosyl)-6-O-methoxycarbonylmethyl-β-D-glucopyranoside 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:

: 98-88-4
benzoyl chloride

: [(2R,3R,4S,5R,6R)-4,5-Bis-benzyloxy-3-((2S,3R,4S,5S,6R)-3,4-bis-benzyloxy-5-hydroxy-6-hydroxymethyl-tetrahydro-pyran-2-yloxy)-6-methoxy-tetrahydro-pyran-2-ylmethoxy]-acetic acid methyl ester

: 345320-77-6
Methyl 2,3-di-O-benzyl-4-O-(2,3-di-O-benzyl-6-O-benzoyl-β-D-galactopyranosyl)-6-O-methoxycarbonylmethyl-β-D-glucopyranoside

Guidance literature:: With pyridine; In dichloromethane; at 0 ℃; for 2h;
DOI:10.1039/b009685g

Reference yield:

: 100-39-0
benzyl bromide

: 345320-77-6
Methyl 2,3-di-O-benzyl-4-O-(2,3-di-O-benzyl-6-O-benzoyl-β-D-galactopyranosyl)-6-O-methoxycarbonylmethyl-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 5 steps

1.1: NaH / dimethylformamide / 0.5 h

1.2: 77 percent / dimethylformamide / 1 h

2.1: 96 percent / Bu₄NF / tetrahydrofuran / 1 h

3.1: NaH / dimethylformamide / 0.5 h / 60 °C

3.2: dimethylformamide / 2 h / 90 °C

3.3: 95 percent / dimethylformamide / 2 h

4.1: aq. AcOH / 2 h / 80 °C

5.1: 1.53 g / pyridine / CH₂Cl₂ / 2 h / 0 °C

With pyridine; tetrabutyl ammonium fluoride; sodium hydride; acetic acid; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1039/b009685g

Reference yield:

: 137119-40-5
methyl 4-O-(4,6-O-benzylidene-β-D-galactopyranosyl)-β-D-glucopyranoside

: 345320-77-6
Methyl 2,3-di-O-benzyl-4-O-(2,3-di-O-benzyl-6-O-benzoyl-β-D-galactopyranosyl)-6-O-methoxycarbonylmethyl-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 6 steps

1.1: 82 percent / pyridine

2.1: NaH / dimethylformamide / 0.5 h

2.2: 77 percent / dimethylformamide / 1 h

3.1: 96 percent / Bu₄NF / tetrahydrofuran / 1 h

4.1: NaH / dimethylformamide / 0.5 h / 60 °C

4.2: dimethylformamide / 2 h / 90 °C

4.3: 95 percent / dimethylformamide / 2 h

5.1: aq. AcOH / 2 h / 80 °C

6.1: 1.53 g / pyridine / CH₂Cl₂ / 2 h / 0 °C

With pyridine; tetrabutyl ammonium fluoride; sodium hydride; acetic acid; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1039/b009685g