(2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)-N-methyl-1-[(2E)-3-(4-phenylphenyl)prop-2-en-1-yl]piperidine-2-carboxamide

Base Information

Chemical Name:(2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)-N-methyl-1-[(2E)-3-(4-phenylphenyl)prop-2-en-1-yl]piperidine-2-carboxamide
CAS No.:1567325-74-9
Molecular Formula:C₂₃H₂₈N₂O₅
Molecular Weight:412.486
Hs Code.:

Synonyms:(2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)-N-methyl-1-[(2E)-3-(4-phenylphenyl)prop-2-en-1-yl]piperidine-2-carboxamide

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Chemical Property of (2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)-N-methyl-1-[(2E)-3-(4-phenylphenyl)prop-2-en-1-yl]piperidine-2-carboxamide

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Technology Process of (2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)-N-methyl-1-[(2E)-3-(4-phenylphenyl)prop-2-en-1-yl]piperidine-2-carboxamide

There total 13 articles about (2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)-N-methyl-1-[(2E)-3-(4-phenylphenyl)prop-2-en-1-yl]piperidine-2-carboxamide 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:

: 530-26-7
D-Mannose

: 1567325-74-9
(2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)-N-methyl-1-[(2E)-3-(4-phenylphenyl)prop-2-en-1-yl]piperidine-2-carboxamide

Guidance literature:: Multi-step reaction with 11 steps

1.1: iodine / 16 h / 20 °C

2.1: sodium cyanide / water / 12 h / 50 °C

2.2: 12 h / 20 °C

3.1: pyridine; trifluoromethylsulfonic anhydride / dichloromethane / 0.25 h / -30 °C

3.2: 20 h / 20 °C

4.1: acetic acid / water / 3.5 h / 50 °C

5.1: triethylamine; dmap / dichloromethane / 12 h / 20 °C

6.1: Dess-Martin periodane / dichloromethane / 3 h / 0 - 20 °C

7.1: triethyl phosphite / tetrahydrofuran / 16 h / 20 °C / Inert atmosphere

8.1: acetic acid; sodium cyanoborohydride / 0.5 h / 20 °C

9.1: tetrahydrofuran; methanol / 2 h / 20 °C

10.1: hydrogenchloride / methanol / 3 h / 20 °C

11.1: potassium carbonate; potassium iodide / N,N-dimethyl-formamide / 0.17 h / 20 - 45 °C

11.2: 2 h

With pyridine; hydrogenchloride; dmap; sodium cyanide; trifluoromethylsulfonic anhydride; iodine; sodium cyanoborohydride; potassium carbonate; Dess-Martin periodane; acetic acid; triethylamine; potassium iodide; triethyl phosphite; In tetrahydrofuran; methanol; dichloromethane; water; N,N-dimethyl-formamide;

Reference yield:

: 137126-24-0
(3aR,4R,7S,7aR)-4-((S)-2,2-dimethyl-1,3-dioxolan-4-yl)-7-hydroxy-2,2-dimethyltetrahydro-[1,3]-dioxolo-[4,5-c]-pyran-6-one

: 1567325-74-9
(2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)-N-methyl-1-[(2E)-3-(4-phenylphenyl)prop-2-en-1-yl]piperidine-2-carboxamide

Guidance literature:: Multi-step reaction with 10 steps

1.1: pyridine; trifluoromethylsulfonic anhydride / dichloromethane / 0.25 h / -30 °C

1.2: 20 h / 20 °C

2.1: acetic acid / water / 3.5 h / 50 °C

3.1: triethylamine; dmap / dichloromethane / 12 h / 20 °C

4.1: Dess-Martin periodane / dichloromethane / 3 h / 0 - 20 °C

5.1: triethyl phosphite / tetrahydrofuran / 16 h / 20 °C / Inert atmosphere

6.1: acetic acid; sodium cyanoborohydride / 0.5 h / 20 °C

7.1: tetrahydrofuran; methanol / 2 h / 20 °C

8.1: potassium carbonate / N,N-dimethyl-formamide / 1 h / 20 °C

9.1: hydrogenchloride; methanol / 2 h / 20 °C

10.1: potassium carbonate; potassium iodide / N,N-dimethyl-formamide / 0.17 h / 20 - 45 °C

10.2: 2 h

With pyridine; hydrogenchloride; methanol; dmap; trifluoromethylsulfonic anhydride; sodium cyanoborohydride; potassium carbonate; Dess-Martin periodane; acetic acid; triethylamine; potassium iodide; triethyl phosphite; In tetrahydrofuran; methanol; dichloromethane; water; N,N-dimethyl-formamide;

Reference yield:

: 138040-20-7
(3aR,4R,7S,7aR)-7-azido-4-((S)-2,2-dimethyl-1,3-dioxolan-4-yl)-2,2-dimethyl-tetrahydro-[1,3]-dioxolo-[4,5-c]-pyran-6-one

: 1567325-74-9
(2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)-N-methyl-1-[(2E)-3-(4-phenylphenyl)prop-2-en-1-yl]piperidine-2-carboxamide

Guidance literature:: Multi-step reaction with 8 steps

1.1: acetic acid / water / 3.5 h / 50 °C

2.1: triethylamine; dmap / dichloromethane / 12 h / 20 °C

3.1: Dess-Martin periodane / dichloromethane / 3 h / 0 - 20 °C

4.1: triethyl phosphite / tetrahydrofuran / 16 h / 20 °C / Inert atmosphere

5.1: acetic acid; sodium cyanoborohydride / 0.5 h / 20 °C

6.1: tetrahydrofuran; methanol / 2 h / 20 °C

7.1: hydrogenchloride / methanol / 3 h / 20 °C

8.1: potassium carbonate; potassium iodide / N,N-dimethyl-formamide / 0.17 h / 20 - 45 °C

8.2: 2 h

With hydrogenchloride; dmap; sodium cyanoborohydride; potassium carbonate; Dess-Martin periodane; acetic acid; triethylamine; potassium iodide; triethyl phosphite; In tetrahydrofuran; methanol; dichloromethane; water; N,N-dimethyl-formamide;