(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-(1->4)-(2-acetamido-3,6-di-O-benzyl-2-deoxy-β-D-glucopyranosyl)-(1->3)-1,2,4,6-tetra-O-acetyl-β-D-galactopyranose

Base Information

Chemical Name:(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-(1->4)-(2-acetamido-3,6-di-O-benzyl-2-deoxy-β-D-glucopyranosyl)-(1->3)-1,2,4,6-tetra-O-acetyl-β-D-galactopyranose
CAS No.:286845-79-2
Molecular Formula:C₅₀H₆₃NO₂₄
Molecular Weight:1062.04
Hs Code.:

(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-(1->4)-(2-acetamido-3,6-di-O-benzyl-2-deoxy-β-D-glucopyranosyl)-(1->3)-1,2,4,6-tetra-O-acetyl-β-D-galactopyranose

Synonyms:(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-(1->4)-(2-acetamido-3,6-di-O-benzyl-2-deoxy-β-D-glucopyranosyl)-(1->3)-1,2,4,6-tetra-O-acetyl-β-D-galactopyranose

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Chemical Property of (2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-(1->4)-(2-acetamido-3,6-di-O-benzyl-2-deoxy-β-D-glucopyranosyl)-(1->3)-1,2,4,6-tetra-O-acetyl-β-D-galactopyranose

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Technology Process of (2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-(1->4)-(2-acetamido-3,6-di-O-benzyl-2-deoxy-β-D-glucopyranosyl)-(1->3)-1,2,4,6-tetra-O-acetyl-β-D-galactopyranose

There total 12 articles about (2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-(1->4)-(2-acetamido-3,6-di-O-benzyl-2-deoxy-β-D-glucopyranosyl)-(1->3)-1,2,4,6-tetra-O-acetyl-β-D-galactopyranose 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: 42.0%

: 108-24-7
acetic anhydride

: 286845-78-1
2-(trimethylsilyl)ethyl (2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-(1->4)-(2-acetamido-3,6-di-O-benzyl-2-deoxy-β-D-glucopyranosyl)-(1->3)-2,4,6-tri-O-acetyl-β-D-galactopyranoside

: 286845-79-2
(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-(1->4)-(2-acetamido-3,6-di-O-benzyl-2-deoxy-β-D-glucopyranosyl)-(1->3)-1,2,4,6-tetra-O-acetyl-β-D-galactopyranose

Guidance literature:: With boron trifluoride diethyl etherate; In toluene; at 20 - 40 ℃; for 3h;
DOI:10.1016/S0957-4166(99)00554-6

Reference yield:

: 117252-95-6
2-(trimethylsilyl)ethyl β-D-galactopyranoside

: 286845-79-2
(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-(1->4)-(2-acetamido-3,6-di-O-benzyl-2-deoxy-β-D-glucopyranosyl)-(1->3)-1,2,4,6-tetra-O-acetyl-β-D-galactopyranose

Guidance literature:: Multi-step reaction with 9 steps

1.1: p-toluenesulfonic acid / 2 h / pH 1

2.1: pyridine / 0.75 h

3.1: 95 percent / aq. HOAc / 0.67 h / 90 °C

4.1: p-toluenesulfonic acid / acetonitrile / 0.5 h / pH 1

4.2: 79 percent / aq. TFA / acetonitrile / 0.5 h

5.1: 70 percent / molecular sieves; NIS; TfOH / CH₂Cl₂; diethyl ether / 0.33 h / 0 °C

6.1: NaOMe / methanol / 2 h / pH 11

7.1: hydrazine monohydrate / ethanol; dioxane / 1 h / Heating

8.1: pyridine; 4-dimethylaminopyridine / 0.5 h / 0 °C

9.1: 42 percent / BF₃*Et₂O / toluene / 3 h / 20 - 40 °C

With pyridine; dmap; N-iodo-succinimide; molecular sieve; trifluorormethanesulfonic acid; boron trifluoride diethyl etherate; sodium methylate; toluene-4-sulfonic acid; hydrazine hydrate; acetic acid; In 1,4-dioxane; methanol; diethyl ether; ethanol; dichloromethane; toluene; acetonitrile; 1.1: acetalization / 2.1: Acylation / 3.1: deacetalization / 4.1: Acylation / 4.2: Hydrolysis / 5.1: Condensation / 6.1: deprotection / 7.1: deprotection / 8.1: Acetylation / 9.1: Acetylation;
DOI:10.1016/S0957-4166(99)00554-6

Reference yield:

: 115533-35-2
ethyl 3,6-di-O-benzyl-2-deoxy-2-phthalimido-1-thio-β-D-glucopyranoside

: 286845-79-2
(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-(1->4)-(2-acetamido-3,6-di-O-benzyl-2-deoxy-β-D-glucopyranosyl)-(1->3)-1,2,4,6-tetra-O-acetyl-β-D-galactopyranose

Guidance literature:: Multi-step reaction with 6 steps

1: 93 percent / molecular sieves 4A; AgOTf / toluene; CH₂Cl₂ / 0.5 h / -45 °C

2: 70 percent / molecular sieves; NIS; TfOH / CH₂Cl₂; diethyl ether / 0.33 h / 0 °C

3: NaOMe / methanol / 2 h / pH 11

4: hydrazine monohydrate / ethanol; dioxane / 1 h / Heating

5: pyridine; 4-dimethylaminopyridine / 0.5 h / 0 °C

6: 42 percent / BF₃*Et₂O / toluene / 3 h / 20 - 40 °C

With pyridine; dmap; N-iodo-succinimide; molecular sieve; trifluorormethanesulfonic acid; 4 A molecular sieve; boron trifluoride diethyl etherate; sodium methylate; silver trifluoromethanesulfonate; hydrazine hydrate; In 1,4-dioxane; methanol; diethyl ether; ethanol; dichloromethane; toluene; 1: Condensation / 2: Condensation / 3: deprotection / 4: deprotection / 5: Acetylation / 6: Acetylation;
DOI:10.1016/S0957-4166(99)00554-6