3-C-(N-phenyloxycarbonyl)aminomethyl-1,2:5,6-di-O-isopropylidene-α-D-allofuranose

Base Information

Chemical Name:3-C-(N-phenyloxycarbonyl)aminomethyl-1,2:5,6-di-O-isopropylidene-α-D-allofuranose
CAS No.:1328893-52-2
Molecular Formula:C₂₀H₂₇NO₈
Molecular Weight:409.436
Hs Code.:

Synonyms:3-C-(N-phenyloxycarbonyl)aminomethyl-1,2:5,6-di-O-isopropylidene-α-D-allofuranose

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Chemical Property of 3-C-(N-phenyloxycarbonyl)aminomethyl-1,2:5,6-di-O-isopropylidene-α-D-allofuranose

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Technology Process of 3-C-(N-phenyloxycarbonyl)aminomethyl-1,2:5,6-di-O-isopropylidene-α-D-allofuranose

There total 3 articles about 3-C-(N-phenyloxycarbonyl)aminomethyl-1,2:5,6-di-O-isopropylidene-α-D-allofuranose 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: 82.0%

: 38088-36-7
3-C-aminomethyl-1,2:5,6-di-O-isoprolylidene-α-D-allofuranose

: 1885-14-9
phenyl chloroformate

: 1328893-52-2
3-C-(N-phenyloxycarbonyl)aminomethyl-1,2:5,6-di-O-isopropylidene-α-D-allofuranose

Guidance literature:: 3-C-aminomethyl-1,2:5,6-di-O-isoprolylidene-α-D-allofuranose; With triethylamine; In tetrahydrofuran; at 0 ℃; for 0.166667h; Inert atmosphere;

phenyl chloroformate; In tetrahydrofuran; at 0 - 20 ℃; for 1.5h; Inert atmosphere;
DOI:10.1016/j.carres.2013.04.008

Reference yield:

: 582-52-5
1,2:5,6-di-O-isopropylidene-α-D-glucofuranose

: 1328893-52-2
3-C-(N-phenyloxycarbonyl)aminomethyl-1,2:5,6-di-O-isopropylidene-α-D-allofuranose

Guidance literature:: Multi-step reaction with 3 steps

1.1: 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; sodium hypochlorite / water; dichloromethane / 0.58 h / -10 - 0 °C / pH 9.5 / Alkaline conditions; Large scale

1.2: 2.5 h / 0 - 20 °C / Large scale

2.1: palladium 10% on activated carbon / tetrahydrofuran; methanol / 17 h / 40 °C / 22801.5 Torr

3.1: triethylamine / tetrahydrofuran / 0.17 h / 0 °C / Inert atmosphere

3.2: 1.5 h / 0 - 20 °C / Inert atmosphere

With sodium hypochlorite; 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; palladium 10% on activated carbon; triethylamine; In tetrahydrofuran; methanol; dichloromethane; water;
DOI:10.1016/j.carres.2013.04.008

Reference yield:

: 26922-49-6
1,2; 5,6-di-O-isopropylidene-3-C-nitromethyl-α-D-allofuranose

: 1328893-52-2
3-C-(N-phenyloxycarbonyl)aminomethyl-1,2:5,6-di-O-isopropylidene-α-D-allofuranose

Guidance literature:: Multi-step reaction with 2 steps

1.1: palladium 10% on activated carbon / tetrahydrofuran; methanol / 17 h / 40 °C / 22801.5 Torr

2.1: triethylamine / tetrahydrofuran / 0.17 h / 0 °C / Inert atmosphere

2.2: 1.5 h / 0 - 20 °C / Inert atmosphere

With palladium 10% on activated carbon; triethylamine; In tetrahydrofuran; methanol;
DOI:10.1016/j.carres.2013.04.008