N-[(1R,2S,4S,5S)-2-(3-hydroxybenzamido)-4-(2-aminoethoxy)-5-hydroxycyclohexanecarboxyl]-α-L-fucopyranosylamine

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Chemical Name:N-[(1R,2S,4S,5S)-2-(3-hydroxybenzamido)-4-(2-aminoethoxy)-5-hydroxycyclohexanecarboxyl]-α-L-fucopyranosylamine
CAS No.:1453118-19-8
Molecular Formula:C₂₂H₃₃N₃O₉
Molecular Weight:483.519
Hs Code.:

Synonyms:N-[(1R,2S,4S,5S)-2-(3-hydroxybenzamido)-4-(2-aminoethoxy)-5-hydroxycyclohexanecarboxyl]-α-L-fucopyranosylamine

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Chemical Property of N-[(1R,2S,4S,5S)-2-(3-hydroxybenzamido)-4-(2-aminoethoxy)-5-hydroxycyclohexanecarboxyl]-α-L-fucopyranosylamine

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Technology Process of N-[(1R,2S,4S,5S)-2-(3-hydroxybenzamido)-4-(2-aminoethoxy)-5-hydroxycyclohexanecarboxyl]-α-L-fucopyranosylamine

There total 5 articles about N-[(1R,2S,4S,5S)-2-(3-hydroxybenzamido)-4-(2-aminoethoxy)-5-hydroxycyclohexanecarboxyl]-α-L-fucopyranosylamine 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: 100.0%

: 1453118-09-6
N-[(1R,2S,4S,5S)-2-(3-hydroxybenzamido)-4-(2-azidoethoxy)-5-hydroxycyclohexanecarboxyl]-α-L-fucopyranosylamine

: 1453118-19-8
N-[(1R,2S,4S,5S)-2-(3-hydroxybenzamido)-4-(2-aminoethoxy)-5-hydroxycyclohexanecarboxyl]-α-L-fucopyranosylamine

Guidance literature:: With hydrogen; In methanol; at 20 ℃; under 750.075 Torr; Inert atmosphere;
DOI:10.1002/ejoc.201300236

Reference yield:

: 1453118-05-2
N-[(1R,2S,4S,5S)-2-(3-acetoxybenzamido)-4-(2-chloroethoxy)-5-hydroxycyclohexane]-2,3,4-tri-O-acetyl-α-L-fucopyranosylamine

: 1453118-19-8
N-[(1R,2S,4S,5S)-2-(3-hydroxybenzamido)-4-(2-aminoethoxy)-5-hydroxycyclohexanecarboxyl]-α-L-fucopyranosylamine

Guidance literature:: Multi-step reaction with 3 steps

1: sodium methylate / methanol / 0.25 h / 20 °C / Inert atmosphere

2: sodium azide / N,N-dimethyl-formamide / 240 h / 50 °C / Inert atmosphere

3: hydrogen / methanol / 20 °C / 750.08 Torr / Inert atmosphere

With sodium azide; hydrogen; sodium methylate; In methanol; N,N-dimethyl-formamide;
DOI:10.1002/ejoc.201300236

Reference yield:

: 6304-89-8
3-acetoxybenzoic acid

: 1453118-19-8
N-[(1R,2S,4S,5S)-2-(3-hydroxybenzamido)-4-(2-aminoethoxy)-5-hydroxycyclohexanecarboxyl]-α-L-fucopyranosylamine

Guidance literature:: Multi-step reaction with 4 steps

1: O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 15 h / 20 °C / Inert atmosphere

2: sodium methylate / methanol / 0.25 h / 20 °C / Inert atmosphere

3: sodium azide / N,N-dimethyl-formamide / 240 h / 50 °C / Inert atmosphere

4: hydrogen / methanol / 20 °C / 750.08 Torr / Inert atmosphere

With sodium azide; hydrogen; sodium methylate; O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; N-ethyl-N,N-diisopropylamine; In methanol; N,N-dimethyl-formamide;
DOI:10.1002/ejoc.201300236