3,2',6'-tris(N-benzyloxycarbonyl)-1-N,6-O-carbonyl-5-O-triethylsilyl-3',4'-di-O-methoxymethylneamine

Base Information

Chemical Name:3,2',6'-tris(N-benzyloxycarbonyl)-1-N,6-O-carbonyl-5-O-triethylsilyl-3',4'-di-O-methoxymethylneamine
CAS No.:419573-41-4
Molecular Formula:C₄₇H₆₄N₄O₁₅Si
Molecular Weight:953.128
Hs Code.:

Synonyms:3,2',6'-tris(N-benzyloxycarbonyl)-1-N,6-O-carbonyl-5-O-triethylsilyl-3',4'-di-O-methoxymethylneamine

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Chemical Property of 3,2',6'-tris(N-benzyloxycarbonyl)-1-N,6-O-carbonyl-5-O-triethylsilyl-3',4'-di-O-methoxymethylneamine

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Technology Process of 3,2',6'-tris(N-benzyloxycarbonyl)-1-N,6-O-carbonyl-5-O-triethylsilyl-3',4'-di-O-methoxymethylneamine

There total 7 articles about 3,2',6'-tris(N-benzyloxycarbonyl)-1-N,6-O-carbonyl-5-O-triethylsilyl-3',4'-di-O-methoxymethylneamine 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: 80.0%

: 994-30-9
triethylsilyl chloride

: 419573-40-3
3,2',6'-tris(N-benzyloxycarbonyl)-1-N,6-O-carbonyl-3',4'-di-O-methoxymethylneamine

: 419573-41-4
3,2',6'-tris(N-benzyloxycarbonyl)-1-N,6-O-carbonyl-5-O-triethylsilyl-3',4'-di-O-methoxymethylneamine

Guidance literature:: With 1H-imidazole; dmap; triethylamine; In N,N-dimethyl-formamide; at 20 ℃; for 5h;
DOI:10.1021/ja011695m

Reference yield:

: 22854-75-7
N,N',N'',N'''-tetra(benzyloxycarbonyl)neamine

: 419573-41-4
3,2',6'-tris(N-benzyloxycarbonyl)-1-N,6-O-carbonyl-5-O-triethylsilyl-3',4'-di-O-methoxymethylneamine

Guidance literature:: Multi-step reaction with 5 steps

1: 56.6 percent / TsOH / dimethylformamide / 36 h / 20 °C

2: 79 percent / Bu₄NI; (i-Pr)2NEt / dimethylformamide / 40 h / 32 °C

3: 95 percent / AcOH / dioxane; H₂O / 10 h / 60 - 65 °C

4: 89 percent / NaH / dimethylformamide / 3 h / 20 °C

5: 80 percent / imidazole; DMAP; triethylamine / dimethylformamide / 5 h / 20 °C

With 1H-imidazole; dmap; tetra-(n-butyl)ammonium iodide; sodium hydride; toluene-4-sulfonic acid; acetic acid; triethylamine; N-ethyl-N,N-diisopropylamine; In 1,4-dioxane; water; N,N-dimethyl-formamide;
DOI:10.1021/ja011695m

Reference yield:

: 3947-65-7
neomycin A

: 419573-41-4
3,2',6'-tris(N-benzyloxycarbonyl)-1-N,6-O-carbonyl-5-O-triethylsilyl-3',4'-di-O-methoxymethylneamine

Guidance literature:: Multi-step reaction with 6 steps

1: 95 percent / aq. Na₂CO₃ / acetone

2: 56.6 percent / TsOH / dimethylformamide / 36 h / 20 °C

3: 79 percent / Bu₄NI; (i-Pr)2NEt / dimethylformamide / 40 h / 32 °C

4: 95 percent / AcOH / dioxane; H₂O / 10 h / 60 - 65 °C

5: 89 percent / NaH / dimethylformamide / 3 h / 20 °C

6: 80 percent / imidazole; DMAP; triethylamine / dimethylformamide / 5 h / 20 °C

With 1H-imidazole; dmap; tetra-(n-butyl)ammonium iodide; sodium hydride; sodium carbonate; toluene-4-sulfonic acid; acetic acid; triethylamine; N-ethyl-N,N-diisopropylamine; In 1,4-dioxane; water; N,N-dimethyl-formamide; acetone;
DOI:10.1021/ja011695m