O-(3-O-acetyl-4,6-O-benzylidene-β-D-glucopyranosyl)-(1->4)-O-(3,6-di-O-benzyl-2-deoxy-2-phthalimido-β-D-glucopyranosyl)-(1->4)-3,6-di-O-benzyl-2-deoxy-2-phthalimido-β-D-glucopyranosylazide

Base Information

• Chemical Name: O-(3-O-acetyl-4,6-O-benzylidene-β-D-glucopyranosyl)-(1->4)-O-(3,6-di-O-benzyl-2-deoxy-2-phthalimido-β-D-glucopyranosyl)-(1->4)-3,6-di-O-benzyl-2-deoxy-2-phthalimido-β-D-glucopyranosylazide
• CAS No.: 185797-98-2
• Molecular Formula: C₇₁H₆₇N₅O₁₈
• Molecular Weight: 1278.34
• Mol file: 185797-98-2.mol

Synonyms:O-(3-O-acetyl-4,6-O-benzylidene-β-D-glucopyranosyl)-(1->4)-O-(3,6-di-O-benzyl-2-deoxy-2-phthalimido-β-D-glucopyranosyl)-(1->4)-3,6-di-O-benzyl-2-deoxy-2-phthalimido-β-D-glucopyranosylazide

Chemical Property of O-(3-O-acetyl-4,6-O-benzylidene-β-D-glucopyranosyl)-(1->4)-O-(3,6-di-O-benzyl-2-deoxy-2-phthalimido-β-D-glucopyranosyl)-(1->4)-3,6-di-O-benzyl-2-deoxy-2-phthalimido-β-D-glucopyranosylazide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of O-(3-O-acetyl-4,6-O-benzylidene-β-D-glucopyranosyl)-(1->4)-O-(3,6-di-O-benzyl-2-deoxy-2-phthalimido-β-D-glucopyranosyl)-(1->4)-3,6-di-O-benzyl-2-deoxy-2-phthalimido-β-D-glucopyranosylazide

There total 13 articles about O-(3-O-acetyl-4,6-O-benzylidene-β-D-glucopyranosyl)-(1->4)-O-(3,6-di-O-benzyl-2-deoxy-2-phthalimido-β-D-glucopyranosyl)-(1->4)-3,6-di-O-benzyl-2-deoxy-2-phthalimido-β-D-glucopyranosylazide 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: 95.0%

O-(3-O-acetyl-4,6-O-benzylidene-2-chloroacetyl-β-D-glucopyranosyl)-(1->4)-O-(3,6-di-O-benzyl-2-deoxy-2-phthalimido-β-D-glucopyranosyl)-(1->4)-3,6-di-O-benzyl-2-deoxy-2-phthalimido-β-D-glucopyranosylazide (185797-97-1) → O-(3-O-acetyl-4,6-O-benzylidene-β-D-glucopyranosyl)-(1->4)-O-(3,6-di-O-benzyl-2-deoxy-2-phthalimido-β-D-glucopyranosyl)-(1->4)-3,6-di-O-benzyl-2-deoxy-2-phthalimido-β-D-glucopyranosylazide (185797-98-2)

Guidance literature:

With dithiocarbonic acid hydrazide; lutidine; acetic acid; In ethanol; for 0.25h;

DOI:10.1021/ja029346v

Reference yield: 89.0%

C76H73N5O20 (1313593-80-4) → O-(3-O-acetyl-4,6-O-benzylidene-β-D-glucopyranosyl)-(1->4)-O-(3,6-di-O-benzyl-2-deoxy-2-phthalimido-β-D-glucopyranosyl)-(1->4)-3,6-di-O-benzyl-2-deoxy-2-phthalimido-β-D-glucopyranosylazide (185797-98-2)

Guidance literature:

With hydrazinium monoacetate; In methanol; dichloromethane; at 20 ℃; for 1h;

DOI:10.1016/j.tetlet.2011.04.060

Reference yield:

phenyl 4-O-acetyl-3,6-di-O-benzyl-2-deoxy-2-phthalimido-1-thio-β-D-glucopyranoside (159734-71-1) → O-(3-O-acetyl-4,6-O-benzylidene-β-D-glucopyranosyl)-(1->4)-O-(3,6-di-O-benzyl-2-deoxy-2-phthalimido-β-D-glucopyranosyl)-(1->4)-3,6-di-O-benzyl-2-deoxy-2-phthalimido-β-D-glucopyranosylazide (185797-98-2)

Guidance literature:

Multi-step reaction with 4 steps

1: 94 percent / 4A MS; NIS; TfOH / CH₂Cl₂ / 0.33 h / -20 °C

2: 93 percent / NaOMe; methanol / tetrahydrofuran / 0.33 h / 20 °C

3: 74 percent / NIS; 4A MS; TfOH / CH₂Cl₂ / 0.33 h

4: 95 percent / hydrazinedithiocarbonate; lutidine; acetic acid / ethanol / 0.25 h

With methanol; N-iodo-succinimide; dithiocarbonic acid hydrazide; trifluorormethanesulfonic acid; lutidine; sodium methylate; acetic acid; In tetrahydrofuran; ethanol; dichloromethane;

DOI:10.1021/ja029346v

upstream raw materials:

O-(3-O-acetyl-4,6-O-benzylidene-2-chloroacetyl-β-D-glucopyranosyl)-(1->4)-O-(3,6-di-O-benzyl-2-deoxy-2-phthalimido-β-D-glucopyranosyl)-(1->4)-3,6-di-O-benzyl-2-deoxy-2-phthalimido-β-D-glucopyranosylazide

3,6-di-O-benzyl-2-deoxy-2-phthalimido-β-D-glucopyranosyl azide

4-O-acetyl-3,6-di-O-benzyl-2-deoxy-2-phthalimido-β-D-glucopyranosyl azide

O-(3,6-di-O-benzyl-2-deoxy-2-phthalimido-β-D-glucopyranosyl)-(1->4)-3,6-di-O-benzyl-2-deoxy-2-phthalimido-β-D-glucopyranosyl azide

Downstream raw materials:

C₇₂H₆₆F₃N₅O₂₀S