(Methyl 2,3,4-tri-O-acetyl-β-D-glucopyranosyluronate)-4-aminophenylmethane

Base Information

Chemical Name:(Methyl 2,3,4-tri-O-acetyl-β-D-glucopyranosyluronate)-4-aminophenylmethane
CAS No.:158419-84-2
Molecular Formula:C₂₀H₂₅NO₉
Molecular Weight:423.42
Hs Code.:

Synonyms:(Methyl 2,3,4-tri-O-acetyl-β-D-glucopyranosyluronate)-4-aminophenylmethane

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Chemical Property of (Methyl 2,3,4-tri-O-acetyl-β-D-glucopyranosyluronate)-4-aminophenylmethane

Chemical Property:

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Technology Process of (Methyl 2,3,4-tri-O-acetyl-β-D-glucopyranosyluronate)-4-aminophenylmethane

There total 15 articles about (Methyl 2,3,4-tri-O-acetyl-β-D-glucopyranosyluronate)-4-aminophenylmethane 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: 98.0%

: 158419-83-1
(methyl 2,3,4-tri-O-acetyl-β-D-glucopyranosyluronate)-4-nitzrophenylmethane

: 158419-84-2
(Methyl 2,3,4-tri-O-acetyl-β-D-glucopyranosyluronate)-4-aminophenylmethane

Guidance literature:: With hydrogen; palladium on activated charcoal; In ethyl acetate; for 4h; under 2068.59 Torr;
DOI:10.1016/S0960-894X(02)00427-4

Reference yield:

: 189825-52-3
(2R,3R,4S,5R)-3,4,5-tris(methoxymethoxy)-2-((methoxymethoxy)methyl)-6-methylenetetrahydro-2H-pyran

: 158419-84-2
(Methyl 2,3,4-tri-O-acetyl-β-D-glucopyranosyluronate)-4-aminophenylmethane

Guidance literature:: Multi-step reaction with 7 steps

1: tetrahydrofuran / 6 h / Heating

2: PdCl₂(dppf); K₃PO₄ / dimethylformamide / 18 h

3: aq. HCl / methanol / 18 h / 20 °C

4: aq. NaOCl; TEMPO; NaHCO₃ / KBr; NaOH / 2 h / pH 9 - 10

5: HCl(g) / 5 h / 40 °C

6: 3.33 g / pyridine; DMAP / 18 h

7: 98 percent / H₂ / Pd/C / ethyl acetate / 4 h / 2068.59 Torr

With pyridine; hydrogenchloride; dmap; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; 2,2,6,6-tetramethyl-piperidine-N-oxyl; sodium hypochlorite; potassium phosphate; hydrogen; sodium hydrogencarbonate; sodium hydroxide; palladium on activated charcoal; potassium bromide; In tetrahydrofuran; methanol; ethyl acetate; N,N-dimethyl-formamide; 2: Suzuki coupling;
DOI:10.1016/S0960-894X(02)00427-4

Reference yield:

: 189825-51-2
2,3,4,6-tetra-O-(methoxymethyl)-δ-D-gluconolactone

: 158419-84-2
(Methyl 2,3,4-tri-O-acetyl-β-D-glucopyranosyluronate)-4-aminophenylmethane

Guidance literature:: Multi-step reaction with 8 steps

1: 97 percent / toluene / 18 h / 70 °C

2: tetrahydrofuran / 6 h / Heating

3: PdCl₂(dppf); K₃PO₄ / dimethylformamide / 18 h

4: aq. HCl / methanol / 18 h / 20 °C

5: aq. NaOCl; TEMPO; NaHCO₃ / KBr; NaOH / 2 h / pH 9 - 10

6: HCl(g) / 5 h / 40 °C

7: 3.33 g / pyridine; DMAP / 18 h

8: 98 percent / H₂ / Pd/C / ethyl acetate / 4 h / 2068.59 Torr

With pyridine; hydrogenchloride; dmap; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; 2,2,6,6-tetramethyl-piperidine-N-oxyl; sodium hypochlorite; potassium phosphate; hydrogen; sodium hydrogencarbonate; sodium hydroxide; palladium on activated charcoal; potassium bromide; In tetrahydrofuran; methanol; ethyl acetate; N,N-dimethyl-formamide; toluene; 3: Suzuki coupling;
DOI:10.1016/S0960-894X(02)00427-4