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

Base Information

Chemical Name:6-O-acetyl-2-azido-2-deoxy-3,4-di-O-benzyl-α-D-glucopyranosyl-(1->4)-O-[benzyl 3-O-benzyl-2-O-levulinoyl-β-D-glucopyranosyluronate]-(1->4)-O-2-azido-2-deoxy-3,6-di-O-acetyl-β-D-glucopyranose
CAS No.:1262887-54-6
Molecular Formula:C₅₇H₆₄N₆O₂₀
Molecular Weight:1153.16
Hs Code.:

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

Synonyms:6-O-acetyl-2-azido-2-deoxy-3,4-di-O-benzyl-α-D-glucopyranosyl-(1->4)-O-[benzyl 3-O-benzyl-2-O-levulinoyl-β-D-glucopyranosyluronate]-(1->4)-O-2-azido-2-deoxy-3,6-di-O-acetyl-β-D-glucopyranose

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Chemical Property of 6-O-acetyl-2-azido-2-deoxy-3,4-di-O-benzyl-α-D-glucopyranosyl-(1->4)-O-[benzyl 3-O-benzyl-2-O-levulinoyl-β-D-glucopyranosyluronate]-(1->4)-O-2-azido-2-deoxy-3,6-di-O-acetyl-β-D-glucopyranose

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Technology Process of 6-O-acetyl-2-azido-2-deoxy-3,4-di-O-benzyl-α-D-glucopyranosyl-(1->4)-O-[benzyl 3-O-benzyl-2-O-levulinoyl-β-D-glucopyranosyluronate]-(1->4)-O-2-azido-2-deoxy-3,6-di-O-acetyl-β-D-glucopyranose

There total 20 articles about 6-O-acetyl-2-azido-2-deoxy-3,4-di-O-benzyl-α-D-glucopyranosyl-(1->4)-O-[benzyl 3-O-benzyl-2-O-levulinoyl-β-D-glucopyranosyluronate]-(1->4)-O-2-azido-2-deoxy-3,6-di-O-acetyl-β-D-glucopyranose 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:

: 55682-48-9
1,6-anhydro-2-azido-3,4-di-O-benzyl-2-deoxy-D-glucopyranose

: 1262887-54-6
6-O-acetyl-2-azido-2-deoxy-3,4-di-O-benzyl-α-D-glucopyranosyl-(1->4)-O-[benzyl 3-O-benzyl-2-O-levulinoyl-β-D-glucopyranosyluronate]-(1->4)-O-2-azido-2-deoxy-3,6-di-O-acetyl-β-D-glucopyranose

Guidance literature:: Multi-step reaction with 12 steps

1: boron trifluoride diethyl etherate / dichloromethane / 3 h / -10 - 20 °C / Industry scale; Inert atmosphere

2: hydrazinium monoacetate / N,N-dimethyl-formamide / 3 h / 20 °C / Industry scale

3: 1,8-diazabicyclo[5.4.0]undec-7-ene / dichloromethane / 2 h / 20 °C / Inert atmosphere; Industry scale

4: triethylsilyl trifluoromethyl sulfonate / dichloromethane / 2 h / -40 °C / Industry scale; Inert atmosphere

5: trifluoroacetic acid / 4 h / -5 - 20 °C / Industry scale

6: 1H-imidazole / dichloromethane / -20 - 20 °C / Inert atmosphere; Industry scale

7: dmap; N-ethyl-N,N-diisopropylamine / tetrahydrofuran / 16 h / 10 - 20 °C / Inert atmosphere; Industry scale

8: tetrabutyl ammonium fluoride; acetic acid / tetrahydrofuran / 3 h / 0 - 20 °C / Industry scale

9: 1,8-diazabicyclo[5.4.0]undec-7-ene / dichloromethane / 2 h / 20 °C / Inert atmosphere; Industry scale

10: triethylsilyl trifluoromethyl sulfonate / dichloromethane / 2 h / -20 - 5 °C / Industry scale; Inert atmosphere

11: boron trifluoride diethyl etherate / dichloromethane / 3 h / -45 - 10 °C / Industry scale; Inert atmosphere

12: benzylamine / tetrahydrofuran / 10 - 25 °C / Industry scale

With 1H-imidazole; dmap; boron trifluoride diethyl etherate; tetrabutyl ammonium fluoride; triethylsilyl trifluoromethyl sulfonate; hydrazinium monoacetate; acetic acid; 1,8-diazabicyclo[5.4.0]undec-7-ene; N-ethyl-N,N-diisopropylamine; benzylamine; trifluoroacetic acid; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide;

Reference yield:

: 1262887-53-5
6-O-acetyl-2-azido-2-deoxy-3,4-di-O-benzyl-α-D-glucopyranosyl-(1->4)-O-[benzyl 3-O-benzyl-2-O-levulinoyl-β-D-glucopyranosyluronate]-(1->4)-O-2-azido-2-deoxy-1,3,6-tri-O-acetyl-β-D-glucopyranose

: 1262887-54-6
6-O-acetyl-2-azido-2-deoxy-3,4-di-O-benzyl-α-D-glucopyranosyl-(1->4)-O-[benzyl 3-O-benzyl-2-O-levulinoyl-β-D-glucopyranosyluronate]-(1->4)-O-2-azido-2-deoxy-3,6-di-O-acetyl-β-D-glucopyranose

Guidance literature:: With benzylamine; In tetrahydrofuran; at 10 - 25 ℃; Industry scale;

Reference yield:

: 133076-39-8
1,6-di-O-acetyl-2-azido-3,4-di-O-benzyl-2-deoxy-β-D-glucopyranose

: 1262887-54-6
6-O-acetyl-2-azido-2-deoxy-3,4-di-O-benzyl-α-D-glucopyranosyl-(1->4)-O-[benzyl 3-O-benzyl-2-O-levulinoyl-β-D-glucopyranosyluronate]-(1->4)-O-2-azido-2-deoxy-3,6-di-O-acetyl-β-D-glucopyranose

Guidance literature:: Multi-step reaction with 11 steps

1: hydrazinium monoacetate / N,N-dimethyl-formamide / 3 h / 20 °C / Industry scale

2: 1,8-diazabicyclo[5.4.0]undec-7-ene / dichloromethane / 2 h / 20 °C / Inert atmosphere; Industry scale

3: triethylsilyl trifluoromethyl sulfonate / dichloromethane / 2 h / -40 °C / Industry scale; Inert atmosphere

4: trifluoroacetic acid / 4 h / -5 - 20 °C / Industry scale

5: 1H-imidazole / dichloromethane / -20 - 20 °C / Inert atmosphere; Industry scale

6: dmap; N-ethyl-N,N-diisopropylamine / tetrahydrofuran / 16 h / 10 - 20 °C / Inert atmosphere; Industry scale

7: tetrabutyl ammonium fluoride; acetic acid / tetrahydrofuran / 3 h / 0 - 20 °C / Industry scale

8: 1,8-diazabicyclo[5.4.0]undec-7-ene / dichloromethane / 2 h / 20 °C / Inert atmosphere; Industry scale

9: triethylsilyl trifluoromethyl sulfonate / dichloromethane / 2 h / -20 - 5 °C / Industry scale; Inert atmosphere

10: boron trifluoride diethyl etherate / dichloromethane / 3 h / -45 - 10 °C / Industry scale; Inert atmosphere

11: benzylamine / tetrahydrofuran / 10 - 25 °C / Industry scale

With 1H-imidazole; dmap; boron trifluoride diethyl etherate; tetrabutyl ammonium fluoride; triethylsilyl trifluoromethyl sulfonate; hydrazinium monoacetate; acetic acid; 1,8-diazabicyclo[5.4.0]undec-7-ene; N-ethyl-N,N-diisopropylamine; benzylamine; trifluoroacetic acid; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide;