(S)-1-((3R,4R,5S)-1-benzyl-4-fluoro-5-((4-nitrobenzoyl)oxy)piperidin-3-yl)ethane-1,2-diyl bis(4-nitrobenzoate)

Base Information

Chemical Name:(S)-1-((3R,4R,5S)-1-benzyl-4-fluoro-5-((4-nitrobenzoyl)oxy)piperidin-3-yl)ethane-1,2-diyl bis(4-nitrobenzoate)
CAS No.:1332850-67-5
Molecular Formula:C₃₅H₂₉FN₄O₁₂
Molecular Weight:716.633
Hs Code.:

Synonyms:(S)-1-((3R,4R,5S)-1-benzyl-4-fluoro-5-((4-nitrobenzoyl)oxy)piperidin-3-yl)ethane-1,2-diyl bis(4-nitrobenzoate)

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Chemical Property of (S)-1-((3R,4R,5S)-1-benzyl-4-fluoro-5-((4-nitrobenzoyl)oxy)piperidin-3-yl)ethane-1,2-diyl bis(4-nitrobenzoate)

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Technology Process of (S)-1-((3R,4R,5S)-1-benzyl-4-fluoro-5-((4-nitrobenzoyl)oxy)piperidin-3-yl)ethane-1,2-diyl bis(4-nitrobenzoate)

There total 7 articles about (S)-1-((3R,4R,5S)-1-benzyl-4-fluoro-5-((4-nitrobenzoyl)oxy)piperidin-3-yl)ethane-1,2-diyl bis(4-nitrobenzoate) 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: 80.0%

: 1332850-66-4
(S)-1-((3R,4R,5S)-1-benzyl-4-fluoro-5-hydroxypiperidin-3-yl)ethane-1,2-diol

: 122-04-3
4-nitro-benzoyl chloride

: 1332850-67-5
(S)-1-((3R,4R,5S)-1-benzyl-4-fluoro-5-((4-nitrobenzoyl)oxy)piperidin-3-yl)ethane-1,2-diyl bis(4-nitrobenzoate)

Guidance literature:: With pyridine; dmap; In dichloromethane; at 0 - 50 ℃; for 24h;
DOI:10.1016/j.jfluchem.2011.05.031

Reference yield:

: 1332850-62-0
(4S,5R,6R,E)-6-((S)-1,2-bis(benzyloxy)ethyl)-5-fluoroocta-2,7-dien-4-ol

: 1332850-67-5
(S)-1-((3R,4R,5S)-1-benzyl-4-fluoro-5-((4-nitrobenzoyl)oxy)piperidin-3-yl)ethane-1,2-diyl bis(4-nitrobenzoate)

Guidance literature:: Multi-step reaction with 6 steps

1.1: tetra-(n-butyl)ammonium iodide; sodium hydride / tetrahydrofuran; mineral oil / 0 - 20 °C / Inert atmosphere

1.2: 0 °C / Inert atmosphere

2.1: ozone / methanol; dichloromethane / -78 °C

2.2: 3 h / 20 °C

3.1: dmap; triethylamine / dichloromethane / 0 - 20 °C

4.1: 18 h / 80 °C

5.1: boron trichloride / dichloromethane / 3 h / 0 °C / Inert atmosphere

5.2: Inert atmosphere

6.1: pyridine; dmap / dichloromethane / 24 h / 0 - 50 °C

With pyridine; dmap; boron trichloride; tetra-(n-butyl)ammonium iodide; sodium hydride; ozone; triethylamine; In tetrahydrofuran; methanol; dichloromethane; mineral oil;
DOI:10.1016/j.jfluchem.2011.05.031

Reference yield:

: 1332850-64-2
(2S,3R,4R)-2-(benzyloxy)-4-((S)-1,2-bis(benzyloxy)ethyl)-3-fluoropentane-1,5-diol

: 1332850-67-5
(S)-1-((3R,4R,5S)-1-benzyl-4-fluoro-5-((4-nitrobenzoyl)oxy)piperidin-3-yl)ethane-1,2-diyl bis(4-nitrobenzoate)

Guidance literature:: Multi-step reaction with 4 steps

1.1: dmap; triethylamine / dichloromethane / 0 - 20 °C

2.1: 18 h / 80 °C

3.1: boron trichloride / dichloromethane / 3 h / 0 °C / Inert atmosphere

3.2: Inert atmosphere

4.1: pyridine; dmap / dichloromethane / 24 h / 0 - 50 °C

With pyridine; dmap; boron trichloride; triethylamine; In dichloromethane;
DOI:10.1016/j.jfluchem.2011.05.031