3-(benzyloxycarbonyl)aminopropyl 2-acetamido-2-deoxy-3,4-O-isopropylidene-β-D-fucopyranoside

Base Information

Chemical Name:3-(benzyloxycarbonyl)aminopropyl 2-acetamido-2-deoxy-3,4-O-isopropylidene-β-D-fucopyranoside
CAS No.:1403890-32-3
Molecular Formula:C₂₂H₃₂N₂O₇
Molecular Weight:436.505
Hs Code.:

Synonyms:3-(benzyloxycarbonyl)aminopropyl 2-acetamido-2-deoxy-3,4-O-isopropylidene-β-D-fucopyranoside

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Chemical Property of 3-(benzyloxycarbonyl)aminopropyl 2-acetamido-2-deoxy-3,4-O-isopropylidene-β-D-fucopyranoside

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Technology Process of 3-(benzyloxycarbonyl)aminopropyl 2-acetamido-2-deoxy-3,4-O-isopropylidene-β-D-fucopyranoside

There total 8 articles about 3-(benzyloxycarbonyl)aminopropyl 2-acetamido-2-deoxy-3,4-O-isopropylidene-β-D-fucopyranoside 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: 65.0%

: 1403890-31-2
3-(benzyloxycarbonyl)aminopropyl 2-acetamido-2,6-di-deoxy-6-iodo-3,4-O-isopropylidene-β-D-fucopyranoside

: 1403890-32-3
3-(benzyloxycarbonyl)aminopropyl 2-acetamido-2-deoxy-3,4-O-isopropylidene-β-D-fucopyranoside

Guidance literature:: With sodium tetrahydroborate; In ethanol; for 6h;
DOI:10.1016/j.bmc.2012.08.048

Reference yield:

: 1403890-29-8
3-(benzyloxycarbonyl)aminopropyl 3,4,6-tri-O-acetyl-2-deoxy-2-phthalimido-β-D-galactopyranoside

: 1403890-32-3
3-(benzyloxycarbonyl)aminopropyl 2-acetamido-2-deoxy-3,4-O-isopropylidene-β-D-fucopyranoside

Guidance literature:: Multi-step reaction with 6 steps

1: sodium methylate / methanol / 12 h / pH 10

2: toluene-4-sulfonic acid / 3 h

3: ethylenediamine / ethanol / 15 h / Reflux

4: ethanol / 6 h / 20 °C

5: triphenylphosphine; iodine; 1H-imidazole / dichloromethane; toluene / 6 h / 60 °C / Reflux

6: sodium tetrahydroborate / ethanol / 6 h

With 1H-imidazole; sodium tetrahydroborate; iodine; sodium methylate; toluene-4-sulfonic acid; ethylenediamine; triphenylphosphine; In methanol; ethanol; dichloromethane; toluene;
DOI:10.1016/j.bmc.2012.08.048

Reference yield:

: 3,4,6-tri-O-acetyl-2-deoxy-2-phthalimido-D-galactopyranosyl trichloroacetimidate

: 1403890-32-3
3-(benzyloxycarbonyl)aminopropyl 2-acetamido-2-deoxy-3,4-O-isopropylidene-β-D-fucopyranoside

Guidance literature:: Multi-step reaction with 7 steps

1: trimethylsilyl trifluoromethanesulfonate / dichloromethane / 0.5 h / 0 °C / Molecular sieve

2: sodium methylate / methanol / 12 h / pH 10

3: toluene-4-sulfonic acid / 3 h

4: ethylenediamine / ethanol / 15 h / Reflux

5: ethanol / 6 h / 20 °C

6: triphenylphosphine; iodine; 1H-imidazole / dichloromethane; toluene / 6 h / 60 °C / Reflux

7: sodium tetrahydroborate / ethanol / 6 h

With 1H-imidazole; sodium tetrahydroborate; trimethylsilyl trifluoromethanesulfonate; iodine; sodium methylate; toluene-4-sulfonic acid; ethylenediamine; triphenylphosphine; In methanol; ethanol; dichloromethane; toluene;
DOI:10.1016/j.bmc.2012.08.048