1,5-anhydro-6-O-benzoyl-N-(2,2-diethoxycarbonylvinyl)-2,3-O-isopropylidene-α-L-gulofuranosylamine

Base Information

Chemical Name:1,5-anhydro-6-O-benzoyl-N-(2,2-diethoxycarbonylvinyl)-2,3-O-isopropylidene-α-L-gulofuranosylamine
CAS No.:750586-80-2
Molecular Formula:C₂₄H₂₉NO₉
Molecular Weight:475.496
Hs Code.:

Synonyms:1,5-anhydro-6-O-benzoyl-N-(2,2-diethoxycarbonylvinyl)-2,3-O-isopropylidene-α-L-gulofuranosylamine

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Chemical Property of 1,5-anhydro-6-O-benzoyl-N-(2,2-diethoxycarbonylvinyl)-2,3-O-isopropylidene-α-L-gulofuranosylamine

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Technology Process of 1,5-anhydro-6-O-benzoyl-N-(2,2-diethoxycarbonylvinyl)-2,3-O-isopropylidene-α-L-gulofuranosylamine

There total 4 articles about 1,5-anhydro-6-O-benzoyl-N-(2,2-diethoxycarbonylvinyl)-2,3-O-isopropylidene-α-L-gulofuranosylamine 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: 73.0%

: 750586-79-9
6-O-benzoyl-N-(2,2-diethoxycarbonylvinyl)-2,3-O-isopropylidene-5-O-mesyl-β-D-mannofuranosylamine

: 750586-80-2
1,5-anhydro-6-O-benzoyl-N-(2,2-diethoxycarbonylvinyl)-2,3-O-isopropylidene-α-L-gulofuranosylamine

Guidance literature:: With sodium methylate; In N,N-dimethyl-formamide; at 40 ℃; for 8h; under 20 Torr;
DOI:10.1016/j.tetasy.2004.05.027

Reference yield:

: 22435-75-2
N-(2,2-diethoxycarbonylvinyl)-β-D-mannopyranosylamine

: 750586-80-2
1,5-anhydro-6-O-benzoyl-N-(2,2-diethoxycarbonylvinyl)-2,3-O-isopropylidene-α-L-gulofuranosylamine

Guidance literature:: Multi-step reaction with 4 steps

1: 36 percent / pyridine / 24 h / -40 °C

2: 85 percent / CAS / acetone / 1 h / 60 °C

3: 82 percent / pyridine / 24 h / 20 °C

4: 73 percent / NaOMe / dimethylformamide / 8 h / 40 °C / 20 Torr

With pyridine; sodium methylate; In N,N-dimethyl-formamide; acetone;
DOI:10.1016/j.tetasy.2004.05.027

Reference yield:

: 750586-77-7
6-O-benzoyl-N-(2,2-diethoxycarbonylvinyl)-β-D-mannopyranosylamine

: 750586-80-2
1,5-anhydro-6-O-benzoyl-N-(2,2-diethoxycarbonylvinyl)-2,3-O-isopropylidene-α-L-gulofuranosylamine

Guidance literature:: Multi-step reaction with 3 steps

1: 85 percent / CAS / acetone / 1 h / 60 °C

2: 82 percent / pyridine / 24 h / 20 °C

3: 73 percent / NaOMe / dimethylformamide / 8 h / 40 °C / 20 Torr

With pyridine; sodium methylate; In N,N-dimethyl-formamide; acetone;
DOI:10.1016/j.tetasy.2004.05.027