3''',4'''-anhydro-1,3,2',6',2''',6'''-hexa-N-(tert-butoxycarbonyl)-5''-deoxy-5''-(4-nitrobenzoyl)neomycin

Base Information

Chemical Name:3''',4'''-anhydro-1,3,2',6',2''',6'''-hexa-N-(tert-butoxycarbonyl)-5''-deoxy-5''-(4-nitrobenzoyl)neomycin
CAS No.:933770-22-0
Molecular Formula:C₆₀H₉₅N₇O₂₇
Molecular Weight:1346.44
Hs Code.:

Synonyms:3''',4'''-anhydro-1,3,2',6',2''',6'''-hexa-N-(tert-butoxycarbonyl)-5''-deoxy-5''-(4-nitrobenzoyl)neomycin

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Chemical Property of 3''',4'''-anhydro-1,3,2',6',2''',6'''-hexa-N-(tert-butoxycarbonyl)-5''-deoxy-5''-(4-nitrobenzoyl)neomycin

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Technology Process of 3''',4'''-anhydro-1,3,2',6',2''',6'''-hexa-N-(tert-butoxycarbonyl)-5''-deoxy-5''-(4-nitrobenzoyl)neomycin

There total 2 articles about 3''',4'''-anhydro-1,3,2',6',2''',6'''-hexa-N-(tert-butoxycarbonyl)-5''-deoxy-5''-(4-nitrobenzoyl)neomycin 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: 85.0%

: 241820-92-8
hexa-N-Boc neomycin B

: 62-23-7
4-nitro-benzoic acid

: 933770-22-0
3''',4'''-anhydro-1,3,2',6',2''',6'''-hexa-N-(tert-butoxycarbonyl)-5''-deoxy-5''-(4-nitrobenzoyl)neomycin

Guidance literature:: With di-isopropyl azodicarboxylate; triphenylphosphine; In tetrahydrofuran; toluene; at 20 ℃; for 18h;
DOI:10.1021/jo0620967

Reference yield:

: 34619-03-9
tert-butyldicarbonate

: 933770-22-0
3''',4'''-anhydro-1,3,2',6',2''',6'''-hexa-N-(tert-butoxycarbonyl)-5''-deoxy-5''-(4-nitrobenzoyl)neomycin

Guidance literature:: Multi-step reaction with 2 steps

1: 90 percent / triethylamine / H₂O; methanol / 16 h / 55 °C

2: 85 percent / diisopropyl azodicarboxylate; triphenylphosphine / toluene; tetrahydrofuran / 18 h / 20 °C

With di-isopropyl azodicarboxylate; triethylamine; triphenylphosphine; In tetrahydrofuran; methanol; water; toluene; 2: Mitsunobu reaction;
DOI:10.1021/jo0620967