acetic acid 4-acetoxy-6-(4-acetoxy-2-acetoxymethyl-5-p-tolylsulfanyl-tetrahydrofuran-3-yloxy)-5-azido-2-azidomethyl-tetrahydro-pyran-3-yl ester

Base Information

• Chemical Name: acetic acid 4-acetoxy-6-(4-acetoxy-2-acetoxymethyl-5-p-tolylsulfanyl-tetrahydrofuran-3-yloxy)-5-azido-2-azidomethyl-tetrahydro-pyran-3-yl ester
• CAS No.: 474266-82-5
• Molecular Formula: C₂₆H₃₂N₆O₁₁S
• Molecular Weight: 636.64
• Mol file: 474266-82-5.mol

Synonyms:acetic acid 4-acetoxy-6-(4-acetoxy-2-acetoxymethyl-5-p-tolylsulfanyl-tetrahydrofuran-3-yloxy)-5-azido-2-azidomethyl-tetrahydro-pyran-3-yl ester

Chemical Property of acetic acid 4-acetoxy-6-(4-acetoxy-2-acetoxymethyl-5-p-tolylsulfanyl-tetrahydrofuran-3-yloxy)-5-azido-2-azidomethyl-tetrahydro-pyran-3-yl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of acetic acid 4-acetoxy-6-(4-acetoxy-2-acetoxymethyl-5-p-tolylsulfanyl-tetrahydrofuran-3-yloxy)-5-azido-2-azidomethyl-tetrahydro-pyran-3-yl ester

There total 6 articles about acetic acid 4-acetoxy-6-(4-acetoxy-2-acetoxymethyl-5-p-tolylsulfanyl-tetrahydrofuran-3-yloxy)-5-azido-2-azidomethyl-tetrahydro-pyran-3-yl ester 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: 97.0%

Acetic acid (2S,3R,4R,5R)-4-((2R,3R,4R,5R,6S)-4,5-diacetoxy-3-azido-6-azidomethyl-tetrahydro-pyran-2-yloxy)-5-hydroxymethyl-2-p-tolylsulfanyl-tetrahydro-furan-3-yl ester + acetic anhydride (108-24-7) → acetic acid 4-acetoxy-6-(4-acetoxy-2-acetoxymethyl-5-p-tolylsulfanyl-tetrahydrofuran-3-yloxy)-5-azido-2-azidomethyl-tetrahydro-pyran-3-yl ester (474266-82-5)

Guidance literature:

With pyridine; dmap; at 20 ℃;

DOI:10.1002/anie.200462003

Reference yield: 90.0%

para-thiocresol (106-45-6) + hexaazido-hepta-O-acetyl neomycin (474266-81-4) → 1,3,2′,6′-tetraazido-6,3′,4′-tri-O-acetylneamine (182554-04-7) + acetic acid 4-acetoxy-6-(4-acetoxy-2-acetoxymethyl-5-p-tolylsulfanyl-tetrahydrofuran-3-yloxy)-5-azido-2-azidomethyl-tetrahydro-pyran-3-yl ester (474266-82-5)

Guidance literature:

With boron trifluoride diethyl etherate; In dichloromethane; at 25 ℃; for 15h;

DOI:10.1021/ol026548n

Reference yield: 90.0%

acetic anhydride (108-24-7) + para-thiocresol (106-45-6) + hexaazido-hepta-O-acetyl neomycin (474266-81-4) → 5,6,3',4'-tetra-O-acetyl-1,3,2',6'-tetrazidoneamine (182554-06-9) + acetic acid 4-acetoxy-6-(4-acetoxy-2-acetoxymethyl-5-p-tolylsulfanyl-tetrahydrofuran-3-yloxy)-5-azido-2-azidomethyl-tetrahydro-pyran-3-yl ester (474266-82-5)

Guidance literature:

para-thiocresol; hexaazido-hepta-O-acetyl neomycin; With boron trifluoride diethyl etherate; In dichloromethane; at 0 - 20 ℃; for 15h;

acetic anhydride; With pyridine; dmap; Further stages.;

DOI:10.1021/ol026548n

upstream raw materials:

acetic anhydride

para-thiocresol

hexaazido-hepta-O-acetyl neomycin

acetic acid 2-[3-acetoxy-4-(4,5-diacetoxy-3-azido-6-azidomethyl-tetrahydro-pyran-2-yloxy)-5-hydroxymethyl-tetrahydro-furan-2-yloxy]-4,6-diazido-3-(4,5-diacetoxy-3-azido-6-azidomethyl-tetrahydro-pyran-2-yloxy)-cyclohexyl ester

Downstream raw materials:

C₅₄H₇₀N₂₄O₃₀