Benzyl-O-(2,3,4,6-tetra-O-acetyl-α-D-mannopyranosyl)-(1->6)-O-(2-O-benzyl-4-O-methyl-β-D-mannopyranosyl)-(1->4)-2-acetamido-3,6-di-O-benzyl-2-desoxy-α-D-glucopyranosid

Base Information

• Chemical Name: Benzyl-O-(2,3,4,6-tetra-O-acetyl-α-D-mannopyranosyl)-(1->6)-O-(2-O-benzyl-4-O-methyl-β-D-mannopyranosyl)-(1->4)-2-acetamido-3,6-di-O-benzyl-2-desoxy-α-D-glucopyranosid
• CAS No.: 143669-84-5
• Molecular Formula: C₅₇H₆₉NO₂₀
• Molecular Weight: 1088.17

Synonyms:

Chemical Property of Benzyl-O-(2,3,4,6-tetra-O-acetyl-α-D-mannopyranosyl)-(1->6)-O-(2-O-benzyl-4-O-methyl-β-D-mannopyranosyl)-(1->4)-2-acetamido-3,6-di-O-benzyl-2-desoxy-α-D-glucopyranosid

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of Benzyl-O-(2,3,4,6-tetra-O-acetyl-α-D-mannopyranosyl)-(1->6)-O-(2-O-benzyl-4-O-methyl-β-D-mannopyranosyl)-(1->4)-2-acetamido-3,6-di-O-benzyl-2-desoxy-α-D-glucopyranosid

There total 14 articles about Benzyl-O-(2,3,4,6-tetra-O-acetyl-α-D-mannopyranosyl)-(1->6)-O-(2-O-benzyl-4-O-methyl-β-D-mannopyranosyl)-(1->4)-2-acetamido-3,6-di-O-benzyl-2-desoxy-α-D-glucopyranosid 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:

benzyl 2-acetamido-3,6-di-O-benzyl-2-deoxy-α-D-glucopyranoside (55287-49-5) → Benzyl-O-(2,3,4,6-tetra-O-acetyl-α-D-mannopyranosyl)-(1->6)-O-(2-O-benzyl-4-O-methyl-β-D-mannopyranosyl)-(1->4)-2-acetamido-3,6-di-O-benzyl-2-desoxy-α-D-glucopyranosid (143669-84-5)

Guidance literature:

Multi-step reaction with 11 steps

1: 97 percent / trimethylsilyl trifluoromethanesulfonate / CH₂Cl₂ / Ambient temperature

2: 98 percent / 0.1 N NaOMe / methanol; dioxane / 16 h / Ambient temperature; pH 8

3: 1.) pyridine / 1.) CH₂Cl₂, r.t., 2.) CH₂Cl₂, r.t.

4: 45 percent / tetrabutylammonium nitrite / tetrahydrofuran / Ambient temperature

5: 1.) NaH / 1.) DMF, 30 min, 2.) r.t., 16 h

6: 81 percent / 80percent acetic acid / 16 h / Ambient temperature

7: 82 percent / pyridine, 4-(dimethylamino)pyridine / 16 h / 60 °C

8: 1.) 80percent NaH / 1.) THF, mineral oil, 15 min, 2.) THF

9: 70 percent / 80percent acetic acid / 3 h / Ambient temperature

10: 76 percent / BF₃*Et₂O / CH₂Cl₂ / Ambient temperature

11: 1.) H₂, 2.) HgO, HgCl₂ / 1.) 2)2>PF₆ / 1. a) THF, 1 bar, 1 min, b) r.t., 2.) acetone, water

With pyridine; dmap; trimethylsilyl trifluoromethanesulfonate; boron trifluoride diethyl etherate; hydrogen; sodium methylate; sodium hydride; acetic acid; tetrabutylammonium nitrite; mercury dichloride; mercury(II) oxide; (1,5-cyclooctadiene)bis(methyldiphenylphosphine) iridium hexafluorophosphate; In tetrahydrofuran; 1,4-dioxane; methanol; dichloromethane;

Reference yield:

Benzyl-O-(2-O-acetyl-3-O-allyl-4,6-O-benzyliden-β-D-glucopyranosyl)-(1->4)-2-acetamido-3,6-di-O-benzyl-2-desoxy-α-D-glucopyranosid (143669-74-3) → Benzyl-O-(2,3,4,6-tetra-O-acetyl-α-D-mannopyranosyl)-(1->6)-O-(2-O-benzyl-4-O-methyl-β-D-mannopyranosyl)-(1->4)-2-acetamido-3,6-di-O-benzyl-2-desoxy-α-D-glucopyranosid (143669-84-5)

Guidance literature:

Multi-step reaction with 10 steps

1: 98 percent / 0.1 N NaOMe / methanol; dioxane / 16 h / Ambient temperature; pH 8

2: 1.) pyridine / 1.) CH₂Cl₂, r.t., 2.) CH₂Cl₂, r.t.

3: 45 percent / tetrabutylammonium nitrite / tetrahydrofuran / Ambient temperature

4: 1.) NaH / 1.) DMF, 30 min, 2.) r.t., 16 h

5: 81 percent / 80percent acetic acid / 16 h / Ambient temperature

6: 82 percent / pyridine, 4-(dimethylamino)pyridine / 16 h / 60 °C

7: 1.) 80percent NaH / 1.) THF, mineral oil, 15 min, 2.) THF

8: 70 percent / 80percent acetic acid / 3 h / Ambient temperature

9: 76 percent / BF₃*Et₂O / CH₂Cl₂ / Ambient temperature

10: 1.) H₂, 2.) HgO, HgCl₂ / 1.) 2)2>PF₆ / 1. a) THF, 1 bar, 1 min, b) r.t., 2.) acetone, water

With pyridine; dmap; boron trifluoride diethyl etherate; hydrogen; sodium methylate; sodium hydride; acetic acid; tetrabutylammonium nitrite; mercury dichloride; mercury(II) oxide; (1,5-cyclooctadiene)bis(methyldiphenylphosphine) iridium hexafluorophosphate; In tetrahydrofuran; 1,4-dioxane; methanol; dichloromethane;

Reference yield:

2-O-Acetyl-3-O-allyl-4,6-O-benzyliden-α-D-glucopyranosyl-trichloracetimidat (143669-73-2) → Benzyl-O-(2,3,4,6-tetra-O-acetyl-α-D-mannopyranosyl)-(1->6)-O-(2-O-benzyl-4-O-methyl-β-D-mannopyranosyl)-(1->4)-2-acetamido-3,6-di-O-benzyl-2-desoxy-α-D-glucopyranosid (143669-84-5)

Guidance literature:

Multi-step reaction with 11 steps

1: 97 percent / trimethylsilyl trifluoromethanesulfonate / CH₂Cl₂ / Ambient temperature

2: 98 percent / 0.1 N NaOMe / methanol; dioxane / 16 h / Ambient temperature; pH 8

3: 1.) pyridine / 1.) CH₂Cl₂, r.t., 2.) CH₂Cl₂, r.t.

4: 45 percent / tetrabutylammonium nitrite / tetrahydrofuran / Ambient temperature

5: 1.) NaH / 1.) DMF, 30 min, 2.) r.t., 16 h

6: 81 percent / 80percent acetic acid / 16 h / Ambient temperature

7: 82 percent / pyridine, 4-(dimethylamino)pyridine / 16 h / 60 °C

8: 1.) 80percent NaH / 1.) THF, mineral oil, 15 min, 2.) THF

9: 70 percent / 80percent acetic acid / 3 h / Ambient temperature

10: 76 percent / BF₃*Et₂O / CH₂Cl₂ / Ambient temperature

11: 1.) H₂, 2.) HgO, HgCl₂ / 1.) 2)2>PF₆ / 1. a) THF, 1 bar, 1 min, b) r.t., 2.) acetone, water

With pyridine; dmap; trimethylsilyl trifluoromethanesulfonate; boron trifluoride diethyl etherate; hydrogen; sodium methylate; sodium hydride; acetic acid; tetrabutylammonium nitrite; mercury dichloride; mercury(II) oxide; (1,5-cyclooctadiene)bis(methyldiphenylphosphine) iridium hexafluorophosphate; In tetrahydrofuran; 1,4-dioxane; methanol; dichloromethane;

upstream raw materials:

Benzyl-O-(2,3,4,6-tetra-O-acetyl-α-D-mannopyranosyl)-(1->6)-O-(3-O-allyl-2-O-benzyl-4-O-methyl-β-D-mannopyranosyl)-(1->4)-2-acetamido-3,6-di-O-benzyl-2-desoxy-α-D-glucopyranosid

benzyl 2-acetamido-3,6-di-O-benzyl-2-deoxy-α-D-glucopyranoside

2-O-Acetyl-3-O-allyl-4,6-O-benzyliden-α-D-glucopyranosyl-trichloracetimidat

Benzyl-O-(3-O-allyl-2-O-benzyl-β-D-mannopyranosyl)-(1->4)-2-acetamido-3,6-di-O-benzyl-2-desoxy-α-D-glucopyranosid

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