N-ethyl-O-benzyl-N-(β-D-galactopyranosyl(1→3)β-D-glucopyranosyl)hydroxylamine

Base Information

Chemical Name:N-ethyl-O-benzyl-N-(β-D-galactopyranosyl(1→3)β-D-glucopyranosyl)hydroxylamine
CAS No.:1421611-54-2
Molecular Formula:C₂₁H₃₃NO₁₁
Molecular Weight:475.493
Hs Code.:

Synonyms:N-ethyl-O-benzyl-N-(β-D-galactopyranosyl(1→3)β-D-glucopyranosyl)hydroxylamine

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Chemical Property of N-ethyl-O-benzyl-N-(β-D-galactopyranosyl(1→3)β-D-glucopyranosyl)hydroxylamine

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Technology Process of N-ethyl-O-benzyl-N-(β-D-galactopyranosyl(1→3)β-D-glucopyranosyl)hydroxylamine

There total 3 articles about N-ethyl-O-benzyl-N-(β-D-galactopyranosyl(1→3)β-D-glucopyranosyl)hydroxylamine 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: 21.0%

: 2021-84-3
α-galactosyl fluoride

: N-ethyl-O-benzyl-N-(β-D-glucopyranosyl)hydroxylamine

: 1421611-54-2
N-ethyl-O-benzyl-N-(β-D-galactopyranosyl(1→3)β-D-glucopyranosyl)hydroxylamine

: 1421611-55-3
N-ethyl-O-benzyl-N-(β-D-galactopyranosyl(1→2)β-D-glucopyranosyl)hydroxylamine

Guidance literature:: With glycosynthase E₃₃₈G; ammonium bicarbonate; In aq. buffer; at 55 ℃; for 8h; pH=7.8; regioselective reaction; Enzymatic reaction;
DOI:10.1016/j.bmcl.2012.11.065

Reference yield:

: 2687-43-6
O-benzylhydoxylamine hydrochloride

: 1421611-54-2
N-ethyl-O-benzyl-N-(β-D-galactopyranosyl(1→3)β-D-glucopyranosyl)hydroxylamine

Guidance literature:: Multi-step reaction with 4 steps

1.1: sodium acetate / water; methanol / 2 h / 20 °C

2.1: sodium cyanoborohydride; hydrogenchloride / water; ethanol / 0.5 h / 20 °C / pH 3

2.2: pH 8

3.1: tetrahydrofuran; acetic acid / 20 h / 20 °C

4.1: ammonium bicarbonate; glycosynthase E₃₃₈G / aq. buffer / 8 h / 55 °C / pH 7.8 / Enzymatic reaction

With hydrogenchloride; glycosynthase E₃₃₈G; sodium acetate; sodium cyanoborohydride; ammonium bicarbonate; In tetrahydrofuran; methanol; ethanol; water; acetic acid;
DOI:10.1016/j.bmcl.2012.11.065

Reference yield:

: 20134-98-9
acetaldehyde O-benzyloxime

: 1421611-54-2
N-ethyl-O-benzyl-N-(β-D-galactopyranosyl(1→3)β-D-glucopyranosyl)hydroxylamine

Guidance literature:: Multi-step reaction with 3 steps

1.1: sodium cyanoborohydride; hydrogenchloride / water; ethanol / 0.5 h / 20 °C / pH 3

1.2: pH 8

2.1: tetrahydrofuran; acetic acid / 20 h / 20 °C

3.1: ammonium bicarbonate; glycosynthase E₃₃₈G / aq. buffer / 8 h / 55 °C / pH 7.8 / Enzymatic reaction

With hydrogenchloride; glycosynthase E₃₃₈G; sodium cyanoborohydride; ammonium bicarbonate; In tetrahydrofuran; ethanol; water; acetic acid;
DOI:10.1016/j.bmcl.2012.11.065