Technology Process of 1-C-(hydroxymethyl)-6''-O-<(2,4,6-triisopropylphenyl)sulfonyl>-1,3,2',6',3''-penta-N-BOC-kanamycin B
There total 12 articles about 1-C-(hydroxymethyl)-6''-O-<(2,4,6-triisopropylphenyl)sulfonyl>-1,3,2',6',3''-penta-N-BOC-kanamycin B which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
Multi-step reaction with 6 steps
1: dioxane; methanol / 0.5 h / 40 °C
2: 65 percent / pyridine / 64 h
3: 76 percent / H2 / 10percent Pd/C / methanol / 2280 Torr
4: 40 percent / 3-chloroperbenzoic acid, 3-tert-butyl-5-methyl-4-hydroxyphenyl sulfide / 1,2-dichloro-ethane / 0.5 h / Heating
5: 72 percent / triethylamine / CHCl3 / 1.5 h / Heating
6: 1.) H2, (BOC)2O / 1.) Raney nickel W2 / 1.) methanol, 4 atm, 4 h, 2.) 20 h
With
pyridine; di-tert-butyl dicarbonate; 6,6'-di-tert-butyl-4,4'-thiodi-o-cresol; hydrogen; triethylamine; 3-chloro-benzenecarboperoxoic acid;
palladium on activated charcoal; Raney nickel W2;
In
1,4-dioxane; methanol; chloroform; 1,2-dichloro-ethane;
DOI:10.1021/jm00108a037
- Guidance literature:
-
Multi-step reaction with 7 steps
1: 73 percent / copper(II) acetate monohydrate / dimethylformamide / 1.5 h
2: dioxane; methanol / 0.5 h / 40 °C
3: 65 percent / pyridine / 64 h
4: 76 percent / H2 / 10percent Pd/C / methanol / 2280 Torr
5: 40 percent / 3-chloroperbenzoic acid, 3-tert-butyl-5-methyl-4-hydroxyphenyl sulfide / 1,2-dichloro-ethane / 0.5 h / Heating
6: 72 percent / triethylamine / CHCl3 / 1.5 h / Heating
7: 1.) H2, (BOC)2O / 1.) Raney nickel W2 / 1.) methanol, 4 atm, 4 h, 2.) 20 h
With
pyridine; di-tert-butyl dicarbonate; 6,6'-di-tert-butyl-4,4'-thiodi-o-cresol; hydrogen; copper diacetate; triethylamine; 3-chloro-benzenecarboperoxoic acid;
palladium on activated charcoal; Raney nickel W2;
In
1,4-dioxane; methanol; chloroform; 1,2-dichloro-ethane; N,N-dimethyl-formamide;
DOI:10.1021/jm00108a037
- Guidance literature:
-
Multi-step reaction with 8 steps
1: 1.) Zn(OAc)2*2H2O / 1.) DMSO, RT, overnight, 2.) 5 h
2: 73 percent / copper(II) acetate monohydrate / dimethylformamide / 1.5 h
3: dioxane; methanol / 0.5 h / 40 °C
4: 65 percent / pyridine / 64 h
5: 76 percent / H2 / 10percent Pd/C / methanol / 2280 Torr
6: 40 percent / 3-chloroperbenzoic acid, 3-tert-butyl-5-methyl-4-hydroxyphenyl sulfide / 1,2-dichloro-ethane / 0.5 h / Heating
7: 72 percent / triethylamine / CHCl3 / 1.5 h / Heating
8: 1.) H2, (BOC)2O / 1.) Raney nickel W2 / 1.) methanol, 4 atm, 4 h, 2.) 20 h
With
pyridine; di-tert-butyl dicarbonate; 6,6'-di-tert-butyl-4,4'-thiodi-o-cresol; zinc diacetate; hydrogen; copper diacetate; triethylamine; 3-chloro-benzenecarboperoxoic acid;
palladium on activated charcoal; Raney nickel W2;
In
1,4-dioxane; methanol; chloroform; 1,2-dichloro-ethane; N,N-dimethyl-formamide;
DOI:10.1021/jm00108a037
