N-((2R,3R)-3-hydroxy-5-phenyl-1-(pyrrolidin-1-yl)pent-4-yn-2-yl)palmitamide

Base Information

Chemical Name:N-((2R,3R)-3-hydroxy-5-phenyl-1-(pyrrolidin-1-yl)pent-4-yn-2-yl)palmitamide
CAS No.:906528-82-3
Molecular Formula:C₃₁H₅₀N₂O₂
Molecular Weight:482.75
Hs Code.:

Synonyms:N-((2R,3R)-3-hydroxy-5-phenyl-1-(pyrrolidin-1-yl)pent-4-yn-2-yl)palmitamide

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Chemical Property of N-((2R,3R)-3-hydroxy-5-phenyl-1-(pyrrolidin-1-yl)pent-4-yn-2-yl)palmitamide

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Technology Process of N-((2R,3R)-3-hydroxy-5-phenyl-1-(pyrrolidin-1-yl)pent-4-yn-2-yl)palmitamide

There total 18 articles about N-((2R,3R)-3-hydroxy-5-phenyl-1-(pyrrolidin-1-yl)pent-4-yn-2-yl)palmitamide 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: 32.0%

: 906528-79-8
N-((2R,3R)-3-hydroxy-1-(pyrrolidin-1-yl)pent-4-yn-2-yl)palmitamide

: 591-50-4
iodobenzene

: 906528-82-3
N-((2R,3R)-3-hydroxy-5-phenyl-1-(pyrrolidin-1-yl)pent-4-yn-2-yl)palmitamide

Guidance literature:: With piperidine; bis-triphenylphosphine-palladium(II) chloride; at 70 ℃;
DOI:10.1016/j.bmc.2006.03.048

Reference yield:

: 129786-70-5
(4R)-4-((1R)-1-hydroxy-3-trimethylsilanyl-prop-2-ynyl)-2,2-dimethyl-oxazolidine-3-carboxylic acid tert-butyl ester

: 906528-82-3
N-((2R,3R)-3-hydroxy-5-phenyl-1-(pyrrolidin-1-yl)pent-4-yn-2-yl)palmitamide

Guidance literature:: Multi-step reaction with 10 steps

1: 93 percent / tetrabutylammonium fluoride / tetrahydrofuran / 1 h / 20 °C

2: 93 percent / acetic acid / 5 h / 60 °C

3: 89 percent / imidazole; 4-dimethylaminopyridine / dimethylformamide / 16 h / 20 °C

4: 98 percent / p-TsOH*H₂O / acetone / 6 h / Heating

5: 96 percent / tetrabutylammonium fluoride / tetrahydrofuran / 1.25 h / 20 °C

6: 99 percent / piperidine / PdCl₂(PPh₃)2 / 70 °C

7: 64 percent / pyridine / 35 h / 20 °C

8: 82 percent / dimethylformamide / 72 h / 45 °C

9: HCl / methanol / 12 h / 50 °C

10: 129 mg / 1-hydroxybenzotriazole; pyridine / dimethylformamide / 48 h / 50 °C

With piperidine; pyridine; 1H-imidazole; hydrogenchloride; dmap; tetrabutyl ammonium fluoride; benzotriazol-1-ol; toluene-4-sulfonic acid; acetic acid; bis-triphenylphosphine-palladium(II) chloride; In tetrahydrofuran; methanol; N,N-dimethyl-formamide; acetone; 6: Sonogashira coupling;
DOI:10.1016/j.bmc.2006.03.048

Reference yield:

: 160592-94-9
(4R)-4-((1R)-1-hydroxy-prop-2-ynyl)-2,2-dimethyl-oxazolidine-3-carboxylic acid tert-butyl ester

: 906528-82-3
N-((2R,3R)-3-hydroxy-5-phenyl-1-(pyrrolidin-1-yl)pent-4-yn-2-yl)palmitamide

Guidance literature:: Multi-step reaction with 9 steps

1: 93 percent / acetic acid / 5 h / 60 °C

2: 89 percent / imidazole; 4-dimethylaminopyridine / dimethylformamide / 16 h / 20 °C

3: 98 percent / p-TsOH*H₂O / acetone / 6 h / Heating

4: 96 percent / tetrabutylammonium fluoride / tetrahydrofuran / 1.25 h / 20 °C

5: 99 percent / piperidine / PdCl₂(PPh₃)2 / 70 °C

6: 64 percent / pyridine / 35 h / 20 °C

7: 82 percent / dimethylformamide / 72 h / 45 °C

8: HCl / methanol / 12 h / 50 °C

9: 129 mg / 1-hydroxybenzotriazole; pyridine / dimethylformamide / 48 h / 50 °C

With piperidine; pyridine; 1H-imidazole; hydrogenchloride; dmap; tetrabutyl ammonium fluoride; benzotriazol-1-ol; toluene-4-sulfonic acid; acetic acid; bis-triphenylphosphine-palladium(II) chloride; In tetrahydrofuran; methanol; N,N-dimethyl-formamide; acetone; 5: Sonogashira coupling;
DOI:10.1016/j.bmc.2006.03.048