Benzyl-2-azido-3,6-di-O-benzyl-2-desoxy-4-O-(2,3-di-O-benzyl-β-D-galactopyranosyl)-β-D-glucopyranosid

Base Information

• Chemical Name: Benzyl-2-azido-3,6-di-O-benzyl-2-desoxy-4-O-(2,3-di-O-benzyl-β-D-galactopyranosyl)-β-D-glucopyranosid
• CAS No.: 85750-98-7
• Molecular Formula: C₄₇H₅₁N₃O₁₀
• Molecular Weight: 817.936
• Mol file: 85750-98-7.mol

Synonyms:Benzyl-2-azido-3,6-di-O-benzyl-2-desoxy-4-O-(2,3-di-O-benzyl-β-D-galactopyranosyl)-β-D-glucopyranosid

Chemical Property of Benzyl-2-azido-3,6-di-O-benzyl-2-desoxy-4-O-(2,3-di-O-benzyl-β-D-galactopyranosyl)-β-D-glucopyranosid

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of Benzyl-2-azido-3,6-di-O-benzyl-2-desoxy-4-O-(2,3-di-O-benzyl-β-D-galactopyranosyl)-β-D-glucopyranosid

There total 6 articles about Benzyl-2-azido-3,6-di-O-benzyl-2-desoxy-4-O-(2,3-di-O-benzyl-β-D-galactopyranosyl)-β-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: 84.0%

Benzyl-2-azido-3,6-di-O-benzyl-2-desoxy-4-O-(2,3-di-O-benzyl-4,6-O-benzyliden-β-D-galactopyranosyl)-β-D-glucopyranosid (85750-97-6) → Benzyl-2-azido-3,6-di-O-benzyl-2-desoxy-4-O-(2,3-di-O-benzyl-β-D-galactopyranosyl)-β-D-glucopyranosid (85750-98-7)

Guidance literature:

With water; acetic acid; at 80 ℃; for 1.5h;

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

Reference yield:

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 (68733-24-4) → Benzyl-2-azido-3,6-di-O-benzyl-2-desoxy-4-O-(2,3-di-O-benzyl-β-D-galactopyranosyl)-β-D-glucopyranosid (85750-98-7)

Guidance literature:

Multi-step reaction with 5 steps

1: 69 percent / Ag-silikat / CH₂Cl₂; toluene / -15 deg C 17 hour, room temp. 2 day.

2: 93 percent / NaOMe / methanol / 3 h

3: p-TsOH / acetonitrile / 3.5 h

4: NaH / dimethylformamide / 0 deg C 30 min, room temp. 2.5 hour.

5: 84 percent / Acetic acid, H₂O / 1.5 h / 80 °C

With Ag-silikat; water; sodium methylate; sodium hydride; toluene-4-sulfonic acid; acetic acid; In methanol; dichloromethane; N,N-dimethyl-formamide; toluene; acetonitrile;

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

Reference yield:

benzyl 2-azido-2-deoxy-4-O-(β-D-galactopyranosyl)-β-D-glucopyranoside (81243-73-4) → Benzyl-2-azido-3,6-di-O-benzyl-2-desoxy-4-O-(2,3-di-O-benzyl-β-D-galactopyranosyl)-β-D-glucopyranosid (85750-98-7)

Guidance literature:

Multi-step reaction with 3 steps

1: p-TsOH / acetonitrile / 3.5 h

2: NaH / dimethylformamide / 0 deg C 30 min, room temp. 2.5 hour.

3: 84 percent / Acetic acid, H₂O / 1.5 h / 80 °C

With water; sodium hydride; toluene-4-sulfonic acid; acetic acid; In N,N-dimethyl-formamide; acetonitrile;

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

upstream raw materials:

Benzyl-2-azido-3,6-di-O-benzyl-2-desoxy-4-O-(2,3-di-O-benzyl-4,6-O-benzyliden-β-D-galactopyranosyl)-β-D-glucopyranosid

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

benzyl 2-azido-2-deoxy-4-O-(β-D-galactopyranosyl)-β-D-glucopyranoside

Benzyl-2-azido-4-O-(4,6-O-benzyliden-β-D-galactopyranosyl)-2-desoxy-β-D-glucopyranosid

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

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

α-D-NANA-(2->6)-β-D-Gal(1->4)-D-GlcNAc