5″-azide-1,3,2′,6′,2′″,6′″-hexa-N-(tert-butoxycarbonyl)-5″-deoxy-neomycin B

Base Information

• Chemical Name: 5″-azide-1,3,2′,6′,2′″,6′″-hexa-N-(tert-butoxycarbonyl)-5″-deoxy-neomycin B
• CAS No.: 849676-07-9
• Molecular Formula: C₅₃H₉₃N₉O₂₄
• Molecular Weight: 1240.37
• Mol file: 849676-07-9.mol

Synonyms:5″-azide-1,3,2′,6′,2′″,6′″-hexa-N-(tert-butoxycarbonyl)-5″-deoxy-neomycin B

Chemical Property of 5″-azide-1,3,2′,6′,2′″,6′″-hexa-N-(tert-butoxycarbonyl)-5″-deoxy-neomycin B

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 5″-azide-1,3,2′,6′,2′″,6′″-hexa-N-(tert-butoxycarbonyl)-5″-deoxy-neomycin B

There total 7 articles about 5″-azide-1,3,2′,6′,2′″,6′″-hexa-N-(tert-butoxycarbonyl)-5″-deoxy-neomycin B 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%

1,3,2′,6′,2?,6?-hexa-N-(tert-butoxycarbonyl)-5″-O-(2,4,6-triisopropylbenzenesulfonyl)-neomycin (241820-93-9) → 5″-azide-1,3,2′,6′,2′″,6′″-hexa-N-(tert-butoxycarbonyl)-5″-deoxy-neomycin B (849676-07-9)

Guidance literature:

With sodium azide; In water; N,N-dimethyl-formamide; at 90 ℃; Temperature; Time;

Reference yield: 94.0%

C62H114N6O25Si (1374650-62-0) → 5″-azide-1,3,2′,6′,2′″,6′″-hexa-N-(tert-butoxycarbonyl)-5″-deoxy-neomycin B (849676-07-9)

Guidance literature:

With sodium azide; In water; N,N-dimethyl-formamide; at 70 ℃; for 72h;

DOI:10.1016/j.bmcl.2012.01.025

Reference yield: 53.0%

1,3,2',6',2''',6''-hexa-N-(tert-butoxycarbonyl)-5''-O-(p-methylbenzenesulfonyl)-neomycin (1067241-20-6) → 5″-azide-1,3,2′,6′,2′″,6′″-hexa-N-(tert-butoxycarbonyl)-5″-deoxy-neomycin B (849676-07-9)

Guidance literature:

With sodium azide; In N,N-dimethyl-formamide; at 80 ℃; for 8h;

DOI:10.1021/jm800345u

upstream raw materials:

1,3,2′,6′,2?,6?-hexa-N-(tert-butoxycarbonyl)-5″-O-(2,4,6-triisopropylbenzenesulfonyl)-neomycin

1,3,2',6',2''',6''-hexa-N-(tert-butoxycarbonyl)-5''-O-(p-methylbenzenesulfonyl)-neomycin

C₆₂H₁₁₄N₆O₂₅Si

di-tert-butyl dicarbonate

Downstream raw materials:

1,3,2',6',2''',6'''-hexa-N-(tert-butoxycarbonyl)-5''-deoxy-5''-(4-(β-alanyl(Fmoc)-Gly-OBn)-[1,2,3]-triazol-1-yl)-neomycin

1,3,2',6',2''',6'''-hexa-N-(tert-butoxycarbonyl)-5''-deoxy-5''-(4-(β-alanyl(Fmoc)-Trp(Boc)-NHBn)-[1,2,3]-triazol-1-yl)-neomycin

1,3,2',6',2''',6'''-hexa-N-(tert-butoxycarbonyl)-5''-deoxy-5''-(4-(β-alanyl(Fmoc)-Val-Gly-OtBu)-[1,2,3]-triazol-1-yl)-neomycin

5''-N-(hexanoyl)-1,3,2',6',2''',6'''-hexa-N-(tert-butoxycarbonyl)-5''-deoxy-neomycin