Propanedioic acid, [[(1R,2R,3S,4S,5R)-2,3,4-tris(benzoyloxy)-8-oxa-6-azabicyclo[3.2.1]oct -6-yl]methylene]-, diethyl ester

Base Information

Chemical Name:Propanedioic acid, [[(1R,2R,3S,4S,5R)-2,3,4-tris(benzoyloxy)-8-oxa-6-azabicyclo[3.2.1]oct -6-yl]methylene]-, diethyl ester
CAS No.:225662-90-8
Molecular Formula:C35H33NO11
Molecular Weight:643.647
Hs Code.:
Mol file:225662-90-8.mol

Synonyms:

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Chemical Property of Propanedioic acid, [[(1R,2R,3S,4S,5R)-2,3,4-tris(benzoyloxy)-8-oxa-6-azabicyclo[3.2.1]oct -6-yl]methylene]-, diethyl ester

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Technology Process of Propanedioic acid, [[(1R,2R,3S,4S,5R)-2,3,4-tris(benzoyloxy)-8-oxa-6-azabicyclo[3.2.1]oct -6-yl]methylene]-, diethyl ester

There total 5 articles about Propanedioic acid, [[(1R,2R,3S,4S,5R)-2,3,4-tris(benzoyloxy)-8-oxa-6-azabicyclo[3.2.1]oct -6-yl]methylene]-, diethyl ester 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: 93.0%

: 488827-80-1
2,3,4-tri-O-benzoyl-N-(2,2-diethoxycarbonylvinyl)-6-O-mesyl-β-D-mannopyranosylamine

: 225662-90-8
1,6-anhydro-2,3,4-tri-O-benzoyl-N-(2,2-diethoxycarbonylvinyl)-β-D-mannopyranosylamine

Guidance literature:: With sodium methylate; In N,N-dimethyl-formamide; at 40 ℃; for 0.25h; under 20 Torr;
DOI:10.1016/S0957-4166(02)00377-4

Reference yield:

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

: 225662-90-8
1,6-anhydro-2,3,4-tri-O-benzoyl-N-(2,2-diethoxycarbonylvinyl)-β-D-mannopyranosylamine

Guidance literature:: Multi-step reaction with 5 steps

1: pyridine / 24 h / 50 °C

2: pyridine / 24 h / 20 °C

3: 98 percent / aq. CF₃COOH / 0.08 h

4: 89 percent / pyridine / 24 h / 20 °C

5: 93 percent / MeONa / dimethylformamide / 0.25 h / 40 °C / 20 Torr

With pyridine; sodium methylate; trifluoroacetic acid; In N,N-dimethyl-formamide;
DOI:10.1016/S0957-4166(02)00377-4

Reference yield:

: 2-[((2R,3S,4S,5S,6R)-3,4,5-Trihydroxy-6-trityloxymethyl-tetrahydro-pyran-2-ylamino)-methylene]-malonic acid diethyl ester

: 225662-90-8
1,6-anhydro-2,3,4-tri-O-benzoyl-N-(2,2-diethoxycarbonylvinyl)-β-D-mannopyranosylamine

Guidance literature:: Multi-step reaction with 4 steps

1: pyridine / 24 h / 20 °C

2: 98 percent / aq. CF₃COOH / 0.08 h

3: 89 percent / pyridine / 24 h / 20 °C

4: 93 percent / MeONa / dimethylformamide / 0.25 h / 40 °C / 20 Torr

With pyridine; sodium methylate; trifluoroacetic acid; In N,N-dimethyl-formamide;
DOI:10.1016/S0957-4166(02)00377-4