1,3,2',6'-tetraazido-6,3',4'-tri-O-benzyl neamine

Base Information

• Chemical Name: 1,3,2',6'-tetraazido-6,3',4'-tri-O-benzyl neamine
• CAS No.: 236115-80-3
• Molecular Formula: C₃₃H₃₆N₁₂O₆
• Molecular Weight: 696.726
• Mol file: 236115-80-3.mol

Synonyms:1,3,2',6'-tetraazido-6,3',4'-tri-O-benzyl neamine

Chemical Property of 1,3,2',6'-tetraazido-6,3',4'-tri-O-benzyl neamine

Chemical Property:

Purity/Quality:

Safty Information:

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• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 1,3,2',6'-tetraazido-6,3',4'-tri-O-benzyl neamine

There total 2 articles about 1,3,2',6'-tetraazido-6,3',4'-tri-O-benzyl neamine 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: 86.0%

hexaazido-hepta-O-benzyl neomycin (236115-79-0) → 1,3,2',6'-tetraazido-6,3',4'-tri-O-benzyl neamine (236115-80-3)

Guidance literature:

With CuCl₂*2H₂O; In acetonitrile; at 80 ℃; for 4h;

DOI:10.1021/ja0264605

Reference yield: 82.0%

methanol (67-56-1) + hexaazido-hepta-O-benzyl neomycin (236115-79-0) → 1,3,2',6'-tetraazido-6,3',4'-tri-O-benzyl neamine (236115-80-3) + 3-azido-6-azidomethyl-4,5-bis-benzyloxy-2-(4-benzyloxy-2-benzyloxymethyl-5-methoxy-tetrahydro-furan-3-yloxy)-tetrahydro-pyran (474266-86-9) + 3-azido-6-azidomethyl-4,5-bis-benzyloxy-2-(4-benzyloxy-2-benzyloxymethyl-5-methoxy-tetrahydro-furan-3-yloxy)-tetrahydro-pyran (474266-85-8)

Guidance literature:

With hydrogenchloride; In 1,4-dioxane; for 14h; Heating;

DOI:10.1021/ol026548n

Reference yield: 99.0%

allyl bromide (106-95-6) + 1,3,2',6'-tetraazido-6,3',4'-tri-O-benzyl neamine (236115-80-3) → 5-O-allyl-1,3,2',6'-tetraazido-6,3',4'-tri-O-benzyl neamine (236115-81-4)

Guidance literature:

With tetra-(n-butyl)ammonium iodide; sodium hydride; In N,N-dimethyl-formamide; for 2h; Ambient temperature;

DOI:10.1021/ja9910356

upstream raw materials:

hexaazido-hepta-O-benzyl neomycin

methanol

Downstream raw materials:

5-O-allyl-1,3,2',6'-tetraazido-6,3',4'-tri-O-benzyl neamine

Acetic acid (2S,3R,4R,5S,6S)-4,5-diacetoxy-2-[(1R,2R,3S,5R,6S)-3,5-diazido-2-((2R,3R,4R,5R,6R)-3-azido-6-azidomethyl-4,5-bis-benzyloxy-tetrahydro-pyran-2-yloxy)-6-benzyloxy-cyclohexyloxy]-6-methyl-tetrahydro-pyran-3-yl ester

Acetic acid (2S,3S,4R,5S,6S)-4,5-diacetoxy-6-acetoxymethyl-2-[(1R,2R,3S,5R,6S)-3,5-diazido-2-((2R,3R,4R,5R,6R)-3-azido-6-azidomethyl-4,5-bis-benzyloxy-tetrahydro-pyran-2-yloxy)-6-benzyloxy-cyclohexyloxy]-tetrahydro-pyran-3-yl ester

Acetic acid (2S,3R,4S,5R,6S)-5-acetoxy-6-azidomethyl-4-benzyloxy-2-[(1R,2R,3S,5R,6S)-3,5-diazido-2-((2R,3R,4R,5R,6R)-3-azido-6-azidomethyl-4,5-bis-benzyloxy-tetrahydro-pyran-2-yloxy)-6-benzyloxy-cyclohexyloxy]-tetrahydro-pyran-3-yl ester