(2E)-N-[4-(1-benzoylpiperidin-4-yl)butyl]-3-{3-[(2S,3S,4R,5R)-3,4-dihydroxy-5-(hydroxymethyl)pyrrolidin-2-yl]phenyl}prop-2-enamide hydrochloride

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Chemical Name:(2E)-N-[4-(1-benzoylpiperidin-4-yl)butyl]-3-{3-[(2S,3S,4R,5R)-3,4-dihydroxy-5-(hydroxymethyl)pyrrolidin-2-yl]phenyl}prop-2-enamide hydrochloride
CAS No.:1360619-08-4
Molecular Formula:C₃₀H₃₉N₃O₅*ClH
Molecular Weight:558.118
Hs Code.:

Synonyms:(2E)-N-[4-(1-benzoylpiperidin-4-yl)butyl]-3-{3-[(2S,3S,4R,5R)-3,4-dihydroxy-5-(hydroxymethyl)pyrrolidin-2-yl]phenyl}prop-2-enamide hydrochloride

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Chemical Property of (2E)-N-[4-(1-benzoylpiperidin-4-yl)butyl]-3-{3-[(2S,3S,4R,5R)-3,4-dihydroxy-5-(hydroxymethyl)pyrrolidin-2-yl]phenyl}prop-2-enamide hydrochloride

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Technology Process of (2E)-N-[4-(1-benzoylpiperidin-4-yl)butyl]-3-{3-[(2S,3S,4R,5R)-3,4-dihydroxy-5-(hydroxymethyl)pyrrolidin-2-yl]phenyl}prop-2-enamide hydrochloride

There total 13 articles about (2E)-N-[4-(1-benzoylpiperidin-4-yl)butyl]-3-{3-[(2S,3S,4R,5R)-3,4-dihydroxy-5-(hydroxymethyl)pyrrolidin-2-yl]phenyl}prop-2-enamide hydrochloride 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: 94.0%

: tert-butyl (3aS,4S,6R,6aR)-4-{3-[(1E)-3-{[4-(1-benzoylpiperidin-4-yl)butyl]amino}-3-oxoprop-1-en-1-yl]phenyl}-6-(hydroxymethyl)tetrahydro-2,2-dimethyl-5H-[1,3]dioxolo[4,5-c]pyrrole-5-carboxylate

: 1360619-08-4
(2E)-N-[4-(1-benzoylpiperidin-4-yl)butyl]-3-{3-[(2S,3S,4R,5R)-3,4-dihydroxy-5-(hydroxymethyl)pyrrolidin-2-yl]phenyl}prop-2-enamide hydrochloride

Guidance literature:: With hydrogenchloride; water; In isopropyl alcohol; at 20 ℃; for 24h;
DOI:10.1002/hlca.201100415

Reference yield:

: 1360619-13-1
tert-butyl (3aR,4R,6S,6aS)-4-({[(tert-butyl)(dimethyl)silyl]oxy}methyl)tetrahydro-6-{3-[(1E)-3-methoxy-3-oxoprop-1-en-1-yl]phenyl}-2,2-dimethyl-5H-[1,3]dioxolo[4,5-c]pyrrole-5-carboxylate

: 1360619-08-4
(2E)-N-[4-(1-benzoylpiperidin-4-yl)butyl]-3-{3-[(2S,3S,4R,5R)-3,4-dihydroxy-5-(hydroxymethyl)pyrrolidin-2-yl]phenyl}prop-2-enamide hydrochloride

Guidance literature:: Multi-step reaction with 3 steps

1: 1-hydroxy-7-aza-benzotriazole; zirconium(IV) tert-butoxide / toluene / 12 h / 100 °C / Inert atmosphere

2: tetrabutyl ammonium fluoride / tetrahydrofuran / 1 h / 20 °C

3: hydrogenchloride; water / isopropyl alcohol / 24 h / 20 °C

With hydrogenchloride; 1-hydroxy-7-aza-benzotriazole; tetrabutyl ammonium fluoride; water; zirconium(IV) tert-butoxide; In tetrahydrofuran; isopropyl alcohol; toluene;
DOI:10.1002/hlca.201100415

Reference yield:

: 1360619-11-9
(3aR,4R,6S,6aS)-4-({[(tert-butyl)(dimethyl)silyl]oxy}methyl)-6-(3-ethenylphenyl)tetrahydro-2,2-dimethyl-3aH-[1,3]dioxolo[4,5-c]pyrrole

: 1360619-08-4
(2E)-N-[4-(1-benzoylpiperidin-4-yl)butyl]-3-{3-[(2S,3S,4R,5R)-3,4-dihydroxy-5-(hydroxymethyl)pyrrolidin-2-yl]phenyl}prop-2-enamide hydrochloride

Guidance literature:: Multi-step reaction with 5 steps

1: pyridine; dmap / dichloromethane / 12 h / 25 °C

2: Hoveyda-Grubbs catalyst second generation / dichloromethane / 20 h / 20 °C / Inert atmosphere

3: 1-hydroxy-7-aza-benzotriazole; zirconium(IV) tert-butoxide / toluene / 12 h / 100 °C / Inert atmosphere

4: tetrabutyl ammonium fluoride / tetrahydrofuran / 1 h / 20 °C

5: hydrogenchloride; water / isopropyl alcohol / 24 h / 20 °C

With pyridine; hydrogenchloride; dmap; 1-hydroxy-7-aza-benzotriazole; Hoveyda-Grubbs catalyst second generation; tetrabutyl ammonium fluoride; water; zirconium(IV) tert-butoxide; In tetrahydrofuran; dichloromethane; isopropyl alcohol; toluene;
DOI:10.1002/hlca.201100415