2-(trimethylsilyl)ethyl 4-azido-2-O-benzoyl-3-O-benzyl-4,6-dideoxy-α-D-mannopyranoside

Base Information

• Chemical Name: 2-(trimethylsilyl)ethyl 4-azido-2-O-benzoyl-3-O-benzyl-4,6-dideoxy-α-D-mannopyranoside
• CAS No.: 182273-57-0
• Molecular Formula: C₂₅H₃₃N₃O₅Si
• Molecular Weight: 483.64

Synonyms:2-(trimethylsilyl)ethyl 4-azido-2-O-benzoyl-3-O-benzyl-4,6-dideoxy-α-D-mannopyranoside

Chemical Property of 2-(trimethylsilyl)ethyl 4-azido-2-O-benzoyl-3-O-benzyl-4,6-dideoxy-α-D-mannopyranoside

Chemical Property:

Purity/Quality:

98% ^*data from raw suppliers

Safty Information:

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Useful:

Technology Process of 2-(trimethylsilyl)ethyl 4-azido-2-O-benzoyl-3-O-benzyl-4,6-dideoxy-α-D-mannopyranoside

There total 9 articles about 2-(trimethylsilyl)ethyl 4-azido-2-O-benzoyl-3-O-benzyl-4,6-dideoxy-α-D-mannopyranoside 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: 100.0%

2-(Trimethylsilyl)ethanol (2916-68-9) + ethyl 4-azido-2-O-benzoyl-3-O-benzyl-4,6-dideoxy-1-thio-α-D-mannopyranoside → 2-(trimethylsilyl)ethyl 4-azido-2-O-benzoyl-3-O-benzyl-4,6-dideoxy-α-D-mannopyranoside (182273-57-0)

Guidance literature:

With N-iodo-succinimide; 4 A molecular sieve; silver trifluoromethanesulfonate; In dichloromethane; toluene;

DOI:10.1081/CAR-120016846

Reference yield: 94.0%

2-(Trimethylsilyl)ethanol (2916-68-9) + 1-O-acetyl-4-azido-2-O-benzoyl-3-O-benzyl-4,6-dideoxy-α-D-mannopyranose → 2-(trimethylsilyl)ethyl 4-azido-2-O-benzoyl-3-O-benzyl-4,6-dideoxy-α-D-mannopyranoside (182273-57-0)

Guidance literature:

With N-iodo-succinimide; silver trifluoromethanesulfonate; In dichloromethane; at 20 ℃; for 0.25h;

DOI:10.1039/c9ra08232h

Reference yield: 82.0%

2-(Trimethylsilyl)ethanol (2916-68-9) + 4-azido-2-O-benzoyl-3-O-benzyl-4,6-dideoxy-α-D-mannopyranosyl chloride (182273-55-8) → 2-(trimethylsilyl)ethyl 4-azido-2-O-benzoyl-3-O-benzyl-4,6-dideoxy-α-D-mannopyranoside (182273-57-0)

Guidance literature:

With 2,6-di-tert-butyl-4-methylpyridine; silver trifluoromethanesulfonate; In dichloromethane; for 0.166667h;

DOI:10.1016/0008-6215(96)00089-4

upstream raw materials:

2-(Trimethylsilyl)ethanol

4-azido-2-O-benzoyl-3-O-benzyl-4,6-dideoxy-α-D-mannopyranosyl chloride

benzoyl chloride

ethyl 4-azido-3-O-benzyl-4,6-dideoxy-1-thio-α-D-mannopyranoside

Downstream raw materials:

(2R,3S,4S,5R,6R)-5-Amino-2-[(2S,3S,4S,5R,6R)-5-amino-4-benzyloxy-6-methyl-2-(2-trimethylsilanyl-ethoxy)-tetrahydro-pyran-3-yloxy]-4-benzyloxy-6-methyl-tetrahydro-pyran-3-ol

Acetic acid (2R,3S,4S,5R,6R)-5-azido-2-[(2S,3S,4S,5R,6R)-5-azido-4-benzyloxy-6-methyl-2-(2-trimethylsilanyl-ethoxy)-tetrahydro-pyran-3-yloxy]-4-benzyloxy-6-methyl-tetrahydro-pyran-3-yl ester

2-(trimethylsilyl)ethyl 4-azido-3-O-benzyl-4,6-dideoxy-α-D-mannopyranosyl-(1→2)-4-azido-3-O-benzyl-4,6-dideoxy-α-D-mannopyranoside

C₅₃H₇₂N₂O₁₃Si

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