N-benzyl-6-O-(tert-butyldimethylsilyl)-3,5-dideoxy-3,5-imino-1,2-O-isopropylidene-β-D-idofuranose

Base Information

Chemical Name:N-benzyl-6-O-(tert-butyldimethylsilyl)-3,5-dideoxy-3,5-imino-1,2-O-isopropylidene-β-D-idofuranose
CAS No.:1372631-90-7
Molecular Formula:C₂₂H₃₅NO₄Si
Molecular Weight:405.61
Hs Code.:

Synonyms:N-benzyl-6-O-(tert-butyldimethylsilyl)-3,5-dideoxy-3,5-imino-1,2-O-isopropylidene-β-D-idofuranose

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Chemical Property of N-benzyl-6-O-(tert-butyldimethylsilyl)-3,5-dideoxy-3,5-imino-1,2-O-isopropylidene-β-D-idofuranose

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Technology Process of N-benzyl-6-O-(tert-butyldimethylsilyl)-3,5-dideoxy-3,5-imino-1,2-O-isopropylidene-β-D-idofuranose

There total 6 articles about N-benzyl-6-O-(tert-butyldimethylsilyl)-3,5-dideoxy-3,5-imino-1,2-O-isopropylidene-β-D-idofuranose 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: 84.0%

: 1372631-86-1
6-O-(tert-butyldimethylsilyl)-1,2-O-isopropylidene-3,5-di-O-(trifluoromethanesulfonyl)-α-L-allofuranose

: 100-46-9
benzylamine

: 1372631-90-7
N-benzyl-6-O-(tert-butyldimethylsilyl)-3,5-dideoxy-3,5-imino-1,2-O-isopropylidene-β-D-idofuranose

Guidance literature:: With N-ethyl-N,N-diisopropylamine; In acetonitrile; at 40 ℃; for 24h;
DOI:10.1021/ol300669v

Reference yield:

: 1338054-26-4
1,2;5,6-di-O-isopropylidene-α-L-allofuranose

: 1372631-90-7
N-benzyl-6-O-(tert-butyldimethylsilyl)-3,5-dideoxy-3,5-imino-1,2-O-isopropylidene-β-D-idofuranose

Guidance literature:: Multi-step reaction with 4 steps

1: water; acetic acid / 18 h / 20 °C

2: 1H-imidazole / N,N-dimethyl-formamide / 1.5 h / -20 - -10 °C / Inert atmosphere

3: pyridine / dichloromethane / 2 h / -30 - -10 °C / Inert atmosphere

4: N-ethyl-N,N-diisopropylamine / acetonitrile / 24 h / 40 °C

With pyridine; 1H-imidazole; water; acetic acid; N-ethyl-N,N-diisopropylamine; In dichloromethane; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1021/ol300669v

Reference yield:

: 1338054-27-5
1,2-O-isopropylidene-α-L-allofuranose

: 1372631-90-7
N-benzyl-6-O-(tert-butyldimethylsilyl)-3,5-dideoxy-3,5-imino-1,2-O-isopropylidene-β-D-idofuranose

Guidance literature:: Multi-step reaction with 3 steps

1: 1H-imidazole / N,N-dimethyl-formamide / 1.5 h / -20 - -10 °C / Inert atmosphere

2: pyridine / dichloromethane / 2 h / -30 - -10 °C / Inert atmosphere

3: N-ethyl-N,N-diisopropylamine / acetonitrile / 24 h / 40 °C

With pyridine; 1H-imidazole; N-ethyl-N,N-diisopropylamine; In dichloromethane; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1021/ol300669v