EDC-Trimer-CB

Base Information

• Chemical Name: EDC-Trimer-CB
• CAS No.: 1374030-61-1
• Molecular Formula: C₅₇H₆₀N₆O₁₆
• Molecular Weight: 1085.13

Synonyms:EDC-Trimer-CB

Chemical Property of EDC-Trimer-CB

Chemical Property:

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Technology Process of EDC-Trimer-CB

There total 16 articles about EDC-Trimer-CB 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: 65.0%

C24H25Cl3N4O6 + Benzylester-Anhydro-Cellobiose DCBB (1374030-56-4) → EDC-Trimer-CB (1374030-61-1)

Guidance literature:

C₂₄H₂₅Cl₃N₄O₆; Benzylester-Anhydro-Cellobiose DCBB; With trimethylsilyl trifluoromethanesulfonate; In dichloromethane; at -40 - 20 ℃; for 2h; Inert atmosphere;

With triethylamine; In dichloromethane; for 0.5h;

Reference yield: 65.0%

Benzylester-Anhydro-Cellobiose DCBB (1374030-56-4) + 6-O-acetyl-2-azido-3,4-di-O-benzyl-2-deoxy-α-D-glucopyranosyl trichloroacetimidate (154970-28-2) → EDC-Trimer-CB (1374030-61-1)

Guidance literature:

With triethylsilyl trifluoromethyl sulfonate; In dichloromethane; at -40 - 20 ℃; for 2h; Inert atmosphere; Cooling;

Reference yield:

1,6-anhydro-2-azido-3,4-di-O-benzyl-2-deoxy-D-glucopyranose (55682-48-9) → EDC-Trimer-CB (1374030-61-1)

Guidance literature:

Multi-step reaction with 4 steps

1.1: boron trifluoride diethyl etherate / dichloromethane / -10 - 20 °C / Inert atmosphere

2.1: hydrazinium monoacetate / N,N-dimethyl-formamide / 20 °C / Inert atmosphere

3.1: 1,8-diazabicyclo[5.4.0]undec-7-ene / dichloromethane / 20 °C / Inert atmosphere

4.1: trimethylsilyl trifluoromethanesulfonate / dichloromethane / 2 h / -40 - 20 °C / Inert atmosphere

4.2: 0.5 h

With trimethylsilyl trifluoromethanesulfonate; boron trifluoride diethyl etherate; hydrazinium monoacetate; 1,8-diazabicyclo[5.4.0]undec-7-ene; In dichloromethane; N,N-dimethyl-formamide;

upstream raw materials:

1,6-di-O-acetyl-2-azido-3,4-di-O-benzyl-2-deoxy-β-D-glucopyranose

1,6-anhydro-2-azido-3,4-di-O-benzyl-2-deoxy-D-glucopyranose

6-O-Acetyl-2-azido-3,4-di-O-benzyl-2-deoxy-β-D-glucopyranose

O-(2,3-di-O-benzyl-β-D-glucopyranosyl)-(1->4)-3-O-acetyl-1,6-anhydro-2-azido-2-deoxy-β-D-glucopyranose

Downstream raw materials:

6-O-acetyl-2-azido-2-deoxy-3,4-di-O-benzyl-α-D-glucopyranosyl-(1→4)-O-[benzyl 2,3-O-dibenzyl-β-D-glucopyranosyluronate]-(1→4)-O-2-azido-2-deoxy-1,3,6-tri-O-acetyl-β-D-glucopyranose

6-O-acetyl-2-azido-2-deoxy-3,4-di-O-benzyl-α-D-glucopyranosyl-(1→4)-O-[benzyl 2,3-O-dibenzyl-β-D-glucopyranosyluronate]-(1→4)-O-2-azido-2-deoxy-3,6-di-O-acetyl-β-D-glucopyranose

6-O-acetyl-2-azido-2-deoxy-3,4-di-O-benzyl-α-D-glucopyranosyl-(1→4)-O-[benzyl 2,3-O-dibenzyl-β-D-glucopyranosyluronate]-(1→4)-O-2-azido-2-deoxy-3,6-di-O-acetyl-1-O-trichloroacetimidoyl-β-D-glucopyranose

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