4'',6''-O-benzylidene-3,2',6'-tris(N-tert-butoxycarbonyl)-2''-(tert-butoxycarbonyl)amino-2''-deoxydibekacin

Base Information

Chemical Name:4'',6''-O-benzylidene-3,2',6'-tris(N-tert-butoxycarbonyl)-2''-(tert-butoxycarbonyl)amino-2''-deoxydibekacin
CAS No.:161906-85-0
Molecular Formula:C₄₅H₇₄N₆O₁₅
Molecular Weight:939.114
Hs Code.:

Synonyms:4'',6''-O-benzylidene-3,2',6'-tris(N-tert-butoxycarbonyl)-2''-(tert-butoxycarbonyl)amino-2''-deoxydibekacin

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Chemical Property of 4'',6''-O-benzylidene-3,2',6'-tris(N-tert-butoxycarbonyl)-2''-(tert-butoxycarbonyl)amino-2''-deoxydibekacin

Chemical Property:

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Technology Process of 4'',6''-O-benzylidene-3,2',6'-tris(N-tert-butoxycarbonyl)-2''-(tert-butoxycarbonyl)amino-2''-deoxydibekacin

There total 6 articles about 4'',6''-O-benzylidene-3,2',6'-tris(N-tert-butoxycarbonyl)-2''-(tert-butoxycarbonyl)amino-2''-deoxydibekacin 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: 87.0%

: 161906-84-9
4'',6''-O-benzylidene-1,3''-bis(N-benzyloxycarbonyl)-3,2',6'-tris(N-tert-butoxycarbonyl)-2''-(tert-butoxycarbonyl)amino-2''-deoxydibekacin

: 161906-85-0
4'',6''-O-benzylidene-3,2',6'-tris(N-tert-butoxycarbonyl)-2''-(tert-butoxycarbonyl)amino-2''-deoxydibekacin

Guidance literature:: With formic acid; palladium on activated charcoal; In methanol; for 2h; Ambient temperature;
DOI:10.7164/antibiotics.47.821

Reference yield:

: 3,2',6'-tris(N-tert-butoxycarbonyl)dibekacin

: 161906-85-0
4'',6''-O-benzylidene-3,2',6'-tris(N-tert-butoxycarbonyl)-2''-(tert-butoxycarbonyl)amino-2''-deoxydibekacin

Guidance literature:: Multi-step reaction with 6 steps

1: 80 percent / pyridine / dimethylformamide / 4 h / Ambient temperature

2: 72 percent / p-toluenesulfonic acid / dimethylformamide / 1 h / 40 °C / 20 Torr

3: 1.) pyridinium trifluoroacetate, DMSO, dicyclohexylcarbodiimide, 2.) oxalic acid dihydrate / 1.) C₆H₆, r.t., overnight, 2.) C₆H₆, dioxane, r.t., 30 min

4: NH₄OAc, NaBH₃CN / methanol / Ambient temperature

5: 23 percent / Et₃N / tetrahydrofuran; methanol / Ambient temperature

6: 87 percent / 88percent HCOOH / 10percent Pd/C / methanol / 2 h / Ambient temperature

With pyridine; formic acid; ammonium acetate; pyridinium trifluroacetate; oxalic acid; sodium cyanoborohydride; toluene-4-sulfonic acid; dimethyl sulfoxide; triethylamine; dicyclohexyl-carbodiimide; palladium on activated charcoal; In tetrahydrofuran; methanol; N,N-dimethyl-formamide;
DOI:10.7164/antibiotics.47.821

Reference yield:

: 161906-83-8
4'',6''-O-benzylidene-1,3''-bis(N-benzyloxycarbonyl)-3,2',6'-tris(N-tert-butoxycarbonyl)dibekacin

: 161906-85-0
4'',6''-O-benzylidene-3,2',6'-tris(N-tert-butoxycarbonyl)-2''-(tert-butoxycarbonyl)amino-2''-deoxydibekacin

Guidance literature:: Multi-step reaction with 4 steps

1: 1.) pyridinium trifluoroacetate, DMSO, dicyclohexylcarbodiimide, 2.) oxalic acid dihydrate / 1.) C₆H₆, r.t., overnight, 2.) C₆H₆, dioxane, r.t., 30 min

2: NH₄OAc, NaBH₃CN / methanol / Ambient temperature

3: 23 percent / Et₃N / tetrahydrofuran; methanol / Ambient temperature

4: 87 percent / 88percent HCOOH / 10percent Pd/C / methanol / 2 h / Ambient temperature

With formic acid; ammonium acetate; pyridinium trifluroacetate; oxalic acid; sodium cyanoborohydride; dimethyl sulfoxide; triethylamine; dicyclohexyl-carbodiimide; palladium on activated charcoal; In tetrahydrofuran; methanol;
DOI:10.7164/antibiotics.47.821