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

Base Information

Chemical Name: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
CAS No.:286845-78-1
Molecular Formula:C₅₃H₇₃NO₂₃Si
Molecular Weight:1120.24
Hs Code.:

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

Synonyms: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

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Chemical Property of 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

Chemical Property:

Purity/Quality:

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Technology Process of 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

There total 11 articles about 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 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:

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

: 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

Guidance literature:: Multi-step reaction with 8 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

With pyridine; dmap; N-iodo-succinimide; molecular sieve; trifluorormethanesulfonic acid; sodium methylate; toluene-4-sulfonic acid; hydrazine hydrate; acetic acid; In 1,4-dioxane; methanol; diethyl ether; ethanol; dichloromethane; 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;
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

: 286845-78-1
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

Guidance literature:: Multi-step reaction with 5 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

With pyridine; dmap; N-iodo-succinimide; molecular sieve; trifluorormethanesulfonic acid; 4 A molecular sieve; 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;
DOI:10.1016/S0957-4166(99)00554-6

Reference yield:

: 123956-78-5
2-(trimethylsilyl)ethyl 3,4-O-isopropylidene-β-D-galactopyranoside

: 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

Guidance literature:: Multi-step reaction with 7 steps

1.1: pyridine / 0.75 h

2.1: 95 percent / aq. HOAc / 0.67 h / 90 °C

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

3.2: 79 percent / aq. TFA / acetonitrile / 0.5 h

4.1: 70 percent / molecular sieves; NIS; TfOH / CH₂Cl₂; diethyl ether / 0.33 h / 0 °C

5.1: NaOMe / methanol / 2 h / pH 11

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

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

With pyridine; dmap; N-iodo-succinimide; molecular sieve; trifluorormethanesulfonic acid; sodium methylate; toluene-4-sulfonic acid; hydrazine hydrate; acetic acid; In 1,4-dioxane; methanol; diethyl ether; ethanol; dichloromethane; acetonitrile; 1.1: Acylation / 2.1: deacetalization / 3.1: Acylation / 3.2: Hydrolysis / 4.1: Condensation / 5.1: deprotection / 6.1: deprotection / 7.1: Acetylation;
DOI:10.1016/S0957-4166(99)00554-6