Benzyl-O-(methyl-(5-acetamido-4,7,8,9-tetra-O-acetyl-3,5-didesoxy-D-glycero-α-D-galacto-2-nonulopyranosyl)onat)-(2->6)-O-(2,3-di-O-benzyl-β-D-galactopyranosyl)-(1->4)-2-amino-3,6-di-O-benzyl-2-desoxy-β-D-glucopyranosid-Dihydrogensulfid

Base Information

• Chemical Name: Benzyl-O-(methyl-(5-acetamido-4,7,8,9-tetra-O-acetyl-3,5-didesoxy-D-glycero-α-D-galacto-2-nonulopyranosyl)onat)-(2->6)-O-(2,3-di-O-benzyl-β-D-galactopyranosyl)-(1->4)-2-amino-3,6-di-O-benzyl-2-desoxy-β-D-glucopyranosid-Dihydrogensulfid
• CAS No.: 89733-60-8
• Molecular Formula: C₆₇H₈₀N₂O₂₂*H₂S
• Molecular Weight: 1299.45

Synonyms:Benzyl-O-(methyl-(5-acetamido-4,7,8,9-tetra-O-acetyl-3,5-didesoxy-D-glycero-α-D-galacto-2-nonulopyranosyl)onat)-(2->6)-O-(2,3-di-O-benzyl-β-D-galactopyranosyl)-(1->4)-2-amino-3,6-di-O-benzyl-2-desoxy-β-D-glucopyranosid-Dihydrogensulfid

Chemical Property of Benzyl-O-(methyl-(5-acetamido-4,7,8,9-tetra-O-acetyl-3,5-didesoxy-D-glycero-α-D-galacto-2-nonulopyranosyl)onat)-(2->6)-O-(2,3-di-O-benzyl-β-D-galactopyranosyl)-(1->4)-2-amino-3,6-di-O-benzyl-2-desoxy-β-D-glucopyranosid-Dihydrogensulfid

Chemical Property:

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Technology Process of Benzyl-O-(methyl-(5-acetamido-4,7,8,9-tetra-O-acetyl-3,5-didesoxy-D-glycero-α-D-galacto-2-nonulopyranosyl)onat)-(2->6)-O-(2,3-di-O-benzyl-β-D-galactopyranosyl)-(1->4)-2-amino-3,6-di-O-benzyl-2-desoxy-β-D-glucopyranosid-Dihydrogensulfid

There total 10 articles about Benzyl-O-(methyl-(5-acetamido-4,7,8,9-tetra-O-acetyl-3,5-didesoxy-D-glycero-α-D-galacto-2-nonulopyranosyl)onat)-(2->6)-O-(2,3-di-O-benzyl-β-D-galactopyranosyl)-(1->4)-2-amino-3,6-di-O-benzyl-2-desoxy-β-D-glucopyranosid-Dihydrogensulfid 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: 71.0%

Benzyl-O-(methyl-(5-acetamido-4,7,8,9-tetra-O-acetyl-3,5-didesoxy-D-glycero-α-D-galacto-2-nonulopyranosyl)onat)-(2->6)-O-(2,3-di-O-benzyl-β-D-galactopyranosyl)-(1->4)-2-azido-3,6-di-O-benzyl-2-desoxy-β-D-glucopyranosid → Benzyl-O-(methyl-(5-acetamido-4,7,8,9-tetra-O-acetyl-3,5-didesoxy-D-glycero-α-D-galacto-2-nonulopyranosyl)onat)-(2->6)-O-(2,3-di-O-benzyl-β-D-galactopyranosyl)-(1->4)-2-amino-3,6-di-O-benzyl-2-desoxy-β-D-glucopyranosid-Dihydrogensulfid (89733-60-8)

Guidance literature:

With hydrogen sulfide; In pyridine; water;

DOI:10.1016/0008-6215(84)85141-1

Reference yield:

2,4,7,8,9-Penta-O-acetyl-N-acetyl-β-D-neuraminsaeure (19342-36-0) → Benzyl-O-(methyl-(5-acetamido-4,7,8,9-tetra-O-acetyl-3,5-didesoxy-D-glycero-α-D-galacto-2-nonulopyranosyl)onat)-(2->6)-O-(2,3-di-O-benzyl-β-D-galactopyranosyl)-(1->4)-2-amino-3,6-di-O-benzyl-2-desoxy-β-D-glucopyranosid-Dihydrogensulfid (89733-60-8)

Guidance literature:

Multi-step reaction with 4 steps

1: diethyl ether; methanol

2: 94 percent / TiCl₄ / CH₂Cl₂; ethyl acetate / 0 deg C 16 hour, room temp. 5 hour.

3: 22 percent / Hg(CN)2, HgBr₂ / CH₂Cl₂ / 120 h / Ambient temperature

4: 71 percent / H₂S / pyridine; H₂O

With hydrogen sulfide; mercury(II) cyanide; titanium tetrachloride; mercury dibromide; In pyridine; methanol; diethyl ether; dichloromethane; water; ethyl acetate;

DOI:10.1016/0008-6215(84)85141-1

Reference yield:

N-acetyl-4,7,8,9-tetra-O-acetyl-2-chloro-2-deoxyneuraminic acid methyl ester (67670-69-3) → Benzyl-O-(methyl-(5-acetamido-4,7,8,9-tetra-O-acetyl-3,5-didesoxy-D-glycero-α-D-galacto-2-nonulopyranosyl)onat)-(2->6)-O-(2,3-di-O-benzyl-β-D-galactopyranosyl)-(1->4)-2-amino-3,6-di-O-benzyl-2-desoxy-β-D-glucopyranosid-Dihydrogensulfid (89733-60-8)

Guidance literature:

Multi-step reaction with 2 steps

1: 22 percent / Hg(CN)2, HgBr₂ / CH₂Cl₂ / 120 h / Ambient temperature

2: 71 percent / H₂S / pyridine; H₂O

With hydrogen sulfide; mercury(II) cyanide; mercury dibromide; In pyridine; dichloromethane; water;

DOI:10.1016/0008-6215(84)85141-1

upstream raw materials:

2,4,7,8,9-Penta-O-acetyl-N-acetyl-β-D-neuraminsaeure

N-acetyl-4,7,8,9-tetra-O-acetyl-2-chloro-2-deoxyneuraminic acid methyl ester

(1S,2R)-1-((2R,3R,4S,6R)-3-acetamido-4,6-diacetoxy-6-(methoxycarbonyl)tetrahydro-2H-pyran-2-yl)propane-1,2,3-triyl triacetate

O-(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-(1->4)-3,6-di-O-acetyl-2-azido-2-deoxy-α-D-glucopyranosyl bromide

Downstream raw materials:

Benzyl-O-(5-acetamido-3,5-didesoxy-D-glycero-α-D-galacto-2-nonulopyranosylonsaeure)-(2->6)-O-(2,3-di-O-benzyl-β-D-galactopyranosyl)-(1->4)-2-acetamido-3,6-di-O-benzyl-2-desoxy-β-D-glucopyranosid

Benzyl-O-(methyl-(5-acetamido-4,7,8,9-tetra-O-acetyl-3,5-didesoxy-D-glycero-α-D-galacto-2-nonulopyranosyl)onat)-(2->6)-O-(4-O-acetyl-2,3-di-O-benzyl-β-D-galactopyranosyl)-(1->4)-2-acetamido-3,6-di-O-benzyl-2-desoxy-β-D-glucopyranosid

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