2-azidoethyl 2-deoxy-2-phthalimidyl-6-O-benzyl-β-D-glucopyranoside

Base Information

• Chemical Name: 2-azidoethyl 2-deoxy-2-phthalimidyl-6-O-benzyl-β-D-glucopyranoside
• CAS No.: 1340668-11-2
• Molecular Formula: C₂₃H₂₄N₄O₇
• Molecular Weight: 468.466
• Mol file: 1340668-11-2.mol

Synonyms:2-azidoethyl 2-deoxy-2-phthalimidyl-6-O-benzyl-β-D-glucopyranoside

Chemical Property of 2-azidoethyl 2-deoxy-2-phthalimidyl-6-O-benzyl-β-D-glucopyranoside

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2-azidoethyl 2-deoxy-2-phthalimidyl-6-O-benzyl-β-D-glucopyranoside

There total 1 articles about 2-azidoethyl 2-deoxy-2-phthalimidyl-6-O-benzyl-β-D-glucopyranoside 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: 76.0%

2-azidoethyl 4,6-O-benzylidene-2-deoxy-2-N-phthalimido-β-D-glucopyranoside (169151-52-4) → 2-azidoethyl 2-deoxy-2-phthalimidyl-6-O-benzyl-β-D-glucopyranoside (1340668-11-2)

Guidance literature:

With triethylsilane; trifluoroacetic acid; In dichloromethane; at 20 ℃; Inert atmosphere; Cooling with ice;

DOI:10.1039/c1cc13310a

Reference yield: 82.0%

2-azidoethyl 2-deoxy-2-phthalimidyl-6-O-benzyl-β-D-glucopyranoside (1340668-11-2) + 2,3,4,6-tetra-O-acetyl-D-galactopyranosyl trichloroacetimidate (74808-10-9,86520-63-0,87119-53-7,92052-29-4,121238-27-5,142831-80-9,127061-80-7) → 2-azidoethyl 2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl(1->4)-2-deoxy-2-phthalimidyl-6-O-benzyl-β-D-glucopyranoside (1340668-12-3) + C51H60N4O25

Guidance literature:

With trimethylsilyl trifluoromethanesulfonate; In dichloromethane; Inert atmosphere; Cooling;

DOI:10.1039/c1cc13310a

Reference yield:

2-azidoethyl 2-deoxy-2-phthalimidyl-6-O-benzyl-β-D-glucopyranoside (1340668-11-2) → C46H60N4O20

Guidance literature:

Multi-step reaction with 3 steps

1: trimethylsilyl trifluoromethanesulfonate / dichloromethane / Inert atmosphere; Cooling

2: N-iodo-succinimide; trifluorormethanesulfonic acid / dichloromethane / 6 h / -20 - 0 °C / Molecular sieve; Inert atmosphere

3: ethylenediamine / butan-1-ol / 18 h / 90 °C

With N-iodo-succinimide; trifluorormethanesulfonic acid; trimethylsilyl trifluoromethanesulfonate; ethylenediamine; In dichloromethane; butan-1-ol;

DOI:10.1039/c1cc13310a

upstream raw materials:

2-azidoethyl 4,6-O-benzylidene-2-deoxy-2-N-phthalimido-β-D-glucopyranoside

Downstream raw materials:

C₄₈H₆₂N₄O₂₁

2-azidoethyl 2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl(1->4) {2-O-benzyl-3,4-di-O-acetyl-α-L-fucosyl-(1->3)}-2-deoxy-2-phthalimidyl-6-O-benzyl-β-D-glucopyranoside

2-azidoethyl 2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl(1->4)-2-deoxy-2-phthalimidyl-6-O-benzyl-β-D-glucopyranoside