dimethylthexylsilyl 2-azido-6-O-benzoyl-3-O-benzyl-2-deoxy-4-O-(methyl (3-O-benzyl-2,4-di-O-levulinoyl-α-L-idopyranosyl)uronate)-D-glucopyranose

Base Information

• Chemical Name: dimethylthexylsilyl 2-azido-6-O-benzoyl-3-O-benzyl-2-deoxy-4-O-(methyl (3-O-benzyl-2,4-di-O-levulinoyl-α-L-idopyranosyl)uronate)-D-glucopyranose
• CAS No.: 1447802-18-7
• Molecular Formula: C₅₆H₆₃N₃O₁₄Si
• Molecular Weight: 1030.21
• Mol file: 1447802-18-7.mol

Synonyms:dimethylthexylsilyl 2-azido-6-O-benzoyl-3-O-benzyl-2-deoxy-4-O-(methyl (3-O-benzyl-2,4-di-O-levulinoyl-α-L-idopyranosyl)uronate)-D-glucopyranose

Chemical Property of dimethylthexylsilyl 2-azido-6-O-benzoyl-3-O-benzyl-2-deoxy-4-O-(methyl (3-O-benzyl-2,4-di-O-levulinoyl-α-L-idopyranosyl)uronate)-D-glucopyranose

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of dimethylthexylsilyl 2-azido-6-O-benzoyl-3-O-benzyl-2-deoxy-4-O-(methyl (3-O-benzyl-2,4-di-O-levulinoyl-α-L-idopyranosyl)uronate)-D-glucopyranose

There total 6 articles about dimethylthexylsilyl 2-azido-6-O-benzoyl-3-O-benzyl-2-deoxy-4-O-(methyl (3-O-benzyl-2,4-di-O-levulinoyl-α-L-idopyranosyl)uronate)-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: 85.0%

dimethylthexylsilyl 2-azido-6-O-benzoyl-3-O-benzyl-2-deoxy-D-glucopyranose (1447802-11-0) + methyl 4-O-benzoyl-3-O-benzyl-1,2-O-[(1-pent-4-enyloxy)-benzylidene]-β-L-idopyranuronate (1447801-61-7) → dimethylthexylsilyl 2-azido-6-O-benzoyl-3-O-benzyl-2-deoxy-4-O-(methyl (3-O-benzyl-2,4-di-O-levulinoyl-α-L-idopyranosyl)uronate)-D-glucopyranose (1447802-18-7)

Guidance literature:

With N-iodo-succinimide; trimethylsilyl trifluoromethanesulfonate; In dichloromethane; at 0 - 20 ℃; for 2h; Inert atmosphere;

DOI:10.1021/jo400467g

Reference yield:

dimethylthexylsilyl 2-azido-3-O-benzyl-2-deoxy-α,β-D-glucopyranose → dimethylthexylsilyl 2-azido-6-O-benzoyl-3-O-benzyl-2-deoxy-4-O-(methyl (3-O-benzyl-2,4-di-O-levulinoyl-α-L-idopyranosyl)uronate)-D-glucopyranose (1447802-18-7)

Guidance literature:

Multi-step reaction with 2 steps

1: triethylamine / acetonitrile / 4 h / -40 °C

2: N-iodo-succinimide; trimethylsilyl trifluoromethanesulfonate / dichloromethane / 2 h / 0 - 20 °C / Inert atmosphere

With N-iodo-succinimide; trimethylsilyl trifluoromethanesulfonate; triethylamine; In dichloromethane; acetonitrile;

DOI:10.1021/jo400467g

Reference yield:

dimethylthexylsilyl 2-azido-3-O-benzyl-4,6-O-benzylidene-2-deoxy-α,β-D-glucopyranose → dimethylthexylsilyl 2-azido-6-O-benzoyl-3-O-benzyl-2-deoxy-4-O-(methyl (3-O-benzyl-2,4-di-O-levulinoyl-α-L-idopyranosyl)uronate)-D-glucopyranose (1447802-18-7)

Guidance literature:

Multi-step reaction with 3 steps

1: ethanethiol; toluene-4-sulfonic acid / dichloromethane / 3 h / Inert atmosphere

2: triethylamine / acetonitrile / 4 h / -40 °C

3: N-iodo-succinimide; trimethylsilyl trifluoromethanesulfonate / dichloromethane / 2 h / 0 - 20 °C / Inert atmosphere

With N-iodo-succinimide; trimethylsilyl trifluoromethanesulfonate; toluene-4-sulfonic acid; triethylamine; ethanethiol; In dichloromethane; acetonitrile;

DOI:10.1021/jo400467g

upstream raw materials:

dimethylthexylsilyl 2-azido-6-O-benzoyl-3-O-benzyl-2-deoxy-D-glucopyranose

methyl 4-O-benzoyl-3-O-benzyl-1,2-O-[(1-pent-4-enyloxy)-benzylidene]-β-L-idopyranuronate

methyl 3-O-benzyl-L-idopyranosyluronate

benzoyl chloride