O-(2,3,4,6-tetra-O-benzyl-α-D-galactopyranosyl)-(1->3)-O-(2-acetamido-4,6-di-O-acetyl-2-desoxy-β-D-mannopyranosyl)-(1->4)-1,6-anhydro-2,3-di-O-benzyl-β-D-glucopyranose

Base Information

Chemical Name:O-(2,3,4,6-tetra-O-benzyl-α-D-galactopyranosyl)-(1->3)-O-(2-acetamido-4,6-di-O-acetyl-2-desoxy-β-D-mannopyranosyl)-(1->4)-1,6-anhydro-2,3-di-O-benzyl-β-D-glucopyranose
CAS No.:122080-03-9
Molecular Formula:C₆₆H₇₃NO₁₇
Molecular Weight:1152.3
Hs Code.:

O-(2,3,4,6-tetra-O-benzyl-α-D-galactopyranosyl)-(1->3)-O-(2-acetamido-4,6-di-O-acetyl-2-desoxy-β-D-mannopyranosyl)-(1->4)-1,6-anhydro-2,3-di-O-benzyl-β-D-glucopyranose

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

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

There total 9 articles about O-(2,3,4,6-tetra-O-benzyl-α-D-galactopyranosyl)-(1->3)-O-(2-acetamido-4,6-di-O-acetyl-2-desoxy-β-D-mannopyranosyl)-(1->4)-1,6-anhydro-2,3-di-O-benzyl-β-D-glucopyranose 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:

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

: 122080-03-9
O-(2,3,4,6-tetra-O-benzyl-α-D-galactopyranosyl)-(1->3)-O-(2-acetamido-4,6-di-O-acetyl-2-desoxy-β-D-mannopyranosyl)-(1->4)-1,6-anhydro-2,3-di-O-benzyl-β-D-glucopyranose

Guidance literature:: Multi-step reaction with 5 steps

1: 59 percent / AgCO₃, mol. sieves 4 Angstroem, AgClO₄ / CH₂Cl₂ / room t. 2 h, then 10 deg C, 15.5 h

2: H₂O-TFA / dioxane; methanol / 2 h / 70 °C

3: pyridine / 0 deg C, then 4 h, room t.

4: H₂S, Et₃N / pyridine; H₂O / 12 h / 40 °C

5: pyridine / 0.5 h / 0 °C

With pyridine; silver (II) carbonate; 4 A molecular sieve; hydrogen sulfide; water; silver perchlorate; triethylamine; trifluoroacetic acid; In 1,4-dioxane; pyridine; methanol; dichloromethane; water;
DOI:10.1016/0008-6215(89)84034-0

Reference yield:

: 53081-29-1
2,3,4,6-tetra-O-benzyl-1-O-p-nitrobenzoyl-β-D-galactopyranose

: 122080-03-9
O-(2,3,4,6-tetra-O-benzyl-α-D-galactopyranosyl)-(1->3)-O-(2-acetamido-4,6-di-O-acetyl-2-desoxy-β-D-mannopyranosyl)-(1->4)-1,6-anhydro-2,3-di-O-benzyl-β-D-glucopyranose

Guidance literature:: Multi-step reaction with 6 steps

1: 99 percent / TiBr₄ / CH₂Cl₂; ethyl acetate / 0.5 h / Ambient temperature

2: 59 percent / AgCO₃, mol. sieves 4 Angstroem, AgClO₄ / CH₂Cl₂ / room t. 2 h, then 10 deg C, 15.5 h

3: H₂O-TFA / dioxane; methanol / 2 h / 70 °C

4: pyridine / 0 deg C, then 4 h, room t.

5: H₂S, Et₃N / pyridine; H₂O / 12 h / 40 °C

6: pyridine / 0.5 h / 0 °C

With pyridine; silver (II) carbonate; 4 A molecular sieve; hydrogen sulfide; water; silver perchlorate; titanium(IV) bromide; triethylamine; trifluoroacetic acid; In 1,4-dioxane; pyridine; methanol; dichloromethane; water; ethyl acetate;
DOI:10.1016/0008-6215(89)84034-0

Reference yield:

: 122079-98-5
1,6-anhydro-4-O-(2-azido-2-desoxy-β-D-mannopyranosyl)-2,3-di-O-benzyl-β-D-glucopyranose

: 122080-03-9
O-(2,3,4,6-tetra-O-benzyl-α-D-galactopyranosyl)-(1->3)-O-(2-acetamido-4,6-di-O-acetyl-2-desoxy-β-D-mannopyranosyl)-(1->4)-1,6-anhydro-2,3-di-O-benzyl-β-D-glucopyranose

Guidance literature:: Multi-step reaction with 6 steps

1: 78 percent / p-Tos-OH / dimethylformamide / 0.83 h / 60 °C / under vacuum

2: 59 percent / AgCO₃, mol. sieves 4 Angstroem, AgClO₄ / CH₂Cl₂ / room t. 2 h, then 10 deg C, 15.5 h

3: H₂O-TFA / dioxane; methanol / 2 h / 70 °C

4: pyridine / 0 deg C, then 4 h, room t.

5: H₂S, Et₃N / pyridine; H₂O / 12 h / 40 °C

6: pyridine / 0.5 h / 0 °C

With pyridine; silver (II) carbonate; 4 A molecular sieve; hydrogen sulfide; water; silver perchlorate; toluene-4-sulfonic acid; triethylamine; trifluoroacetic acid; In 1,4-dioxane; pyridine; methanol; dichloromethane; water; N,N-dimethyl-formamide;
DOI:10.1016/0008-6215(89)84034-0