3-azido-6-azidomethyl-4,5-bis-benzyloxy-2-(4-benzyloxy-2-benzyloxymethyl-5-methoxy-tetrahydro-furan-3-yloxy)-tetrahydro-pyran

Base Information

• Chemical Name: 3-azido-6-azidomethyl-4,5-bis-benzyloxy-2-(4-benzyloxy-2-benzyloxymethyl-5-methoxy-tetrahydro-furan-3-yloxy)-tetrahydro-pyran
• CAS No.: 474266-85-8
• Molecular Formula: C₄₀H₄₄N₆O₈
• Molecular Weight: 736.825
• Mol file: 474266-85-8.mol

Synonyms:3-azido-6-azidomethyl-4,5-bis-benzyloxy-2-(4-benzyloxy-2-benzyloxymethyl-5-methoxy-tetrahydro-furan-3-yloxy)-tetrahydro-pyran

Chemical Property of 3-azido-6-azidomethyl-4,5-bis-benzyloxy-2-(4-benzyloxy-2-benzyloxymethyl-5-methoxy-tetrahydro-furan-3-yloxy)-tetrahydro-pyran

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 3-azido-6-azidomethyl-4,5-bis-benzyloxy-2-(4-benzyloxy-2-benzyloxymethyl-5-methoxy-tetrahydro-furan-3-yloxy)-tetrahydro-pyran

There total 1 articles about 3-azido-6-azidomethyl-4,5-bis-benzyloxy-2-(4-benzyloxy-2-benzyloxymethyl-5-methoxy-tetrahydro-furan-3-yloxy)-tetrahydro-pyran 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: 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:

3-azido-6-azidomethyl-4,5-bis-benzyloxy-2-(4-benzyloxy-2-benzyloxymethyl-5-methoxy-tetrahydro-furan-3-yloxy)-tetrahydro-pyran (474266-85-8) → 3-azido-6-azidomethyl-4,5-bis-benzyloxy-2-p-tolylsulfanyl-tetrahydro-pyran

Guidance literature:

Multi-step reaction with 2 steps

1: BF₃*OEt₂ / 0.25 h / 0 °C

2: 23 percent / BF₃*OEt₂ / CH₂Cl₂ / 4 h / 25 °C

With boron trifluoride diethyl etherate; In dichloromethane;

DOI:10.1021/ol026548n

Reference yield:

3-azido-6-azidomethyl-4,5-bis-benzyloxy-2-(4-benzyloxy-2-benzyloxymethyl-5-methoxy-tetrahydro-furan-3-yloxy)-tetrahydro-pyran (474266-85-8) → 3-azido-6-azidomethyl-4,5-bis-benzyloxy-2-p-tolylsulfanyl-tetrahydro-pyran

Guidance literature:

Multi-step reaction with 2 steps

1: BF₃*OEt₂ / 0.25 h / 0 °C

2: 34 percent / BF₃*OEt₂ / CH₂Cl₂ / 4 h / 25 °C

With boron trifluoride diethyl etherate; In dichloromethane;

DOI:10.1021/ol026548n

upstream raw materials:

methanol

hexaazido-hepta-O-benzyl neomycin