N-((1S,2S)-1-{(4S,5S)-5-[(2E,4E)-5-(4-Ethoxy-phenyl)-penta-2,4-dienyl]-2,2-dimethyl-[1,3]dioxolan-4-yl}-3-hydroxy-2-methoxymethoxy-propyl)-2,2,2-trifluoro-acetamide

Base Information

Chemical Name:N-((1S,2S)-1-{(4S,5S)-5-[(2E,4E)-5-(4-Ethoxy-phenyl)-penta-2,4-dienyl]-2,2-dimethyl-[1,3]dioxolan-4-yl}-3-hydroxy-2-methoxymethoxy-propyl)-2,2,2-trifluoro-acetamide
CAS No.:645394-67-8
Molecular Formula:C₂₅H₃₄F₃NO₇
Molecular Weight:517.543
Hs Code.:

N-((1S,2S)-1-{(4S,5S)-5-[(2E,4E)-5-(4-Ethoxy-phenyl)-penta-2,4-dienyl]-2,2-dimethyl-[1,3]dioxolan-4-yl}-3-hydroxy-2-methoxymethoxy-propyl)-2,2,2-trifluoro-acetamide

Synonyms:N-((1S,2S)-1-{(4S,5S)-5-[(2E,4E)-5-(4-Ethoxy-phenyl)-penta-2,4-dienyl]-2,2-dimethyl-[1,3]dioxolan-4-yl}-3-hydroxy-2-methoxymethoxy-propyl)-2,2,2-trifluoro-acetamide

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Chemical Property of N-((1S,2S)-1-{(4S,5S)-5-[(2E,4E)-5-(4-Ethoxy-phenyl)-penta-2,4-dienyl]-2,2-dimethyl-[1,3]dioxolan-4-yl}-3-hydroxy-2-methoxymethoxy-propyl)-2,2,2-trifluoro-acetamide

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Technology Process of N-((1S,2S)-1-{(4S,5S)-5-[(2E,4E)-5-(4-Ethoxy-phenyl)-penta-2,4-dienyl]-2,2-dimethyl-[1,3]dioxolan-4-yl}-3-hydroxy-2-methoxymethoxy-propyl)-2,2,2-trifluoro-acetamide

There total 16 articles about N-((1S,2S)-1-{(4S,5S)-5-[(2E,4E)-5-(4-Ethoxy-phenyl)-penta-2,4-dienyl]-2,2-dimethyl-[1,3]dioxolan-4-yl}-3-hydroxy-2-methoxymethoxy-propyl)-2,2,2-trifluoro-acetamide 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: 100.0%

: 645394-66-7
N-((1S,2S)-3-(tert-Butyl-dimethyl-silanyloxy)-1-{(4S,5S)-5-[(2E,4E)-5-(4-ethoxy-phenyl)-penta-2,4-dienyl]-2,2-dimethyl-[1,3]dioxolan-4-yl}-2-methoxymethoxy-propyl)-2,2,2-trifluoro-acetamide

: 645394-67-8
N-((1S,2S)-1-{(4S,5S)-5-[(2E,4E)-5-(4-Ethoxy-phenyl)-penta-2,4-dienyl]-2,2-dimethyl-[1,3]dioxolan-4-yl}-3-hydroxy-2-methoxymethoxy-propyl)-2,2,2-trifluoro-acetamide

Guidance literature:: With tetrabutyl ammonium fluoride; In tetrahydrofuran;
DOI:10.1002/anie.200352423

Reference yield:

: 85325-93-5,105454-09-9,105454-10-2
1,2-anhydro-3,4:5,6-di-O-isopropylidene-D-glucitol

: 645394-67-8
N-((1S,2S)-1-{(4S,5S)-5-[(2E,4E)-5-(4-Ethoxy-phenyl)-penta-2,4-dienyl]-2,2-dimethyl-[1,3]dioxolan-4-yl}-3-hydroxy-2-methoxymethoxy-propyl)-2,2,2-trifluoro-acetamide

Guidance literature:: Multi-step reaction with 13 steps

1.1: 84 percent / BF₃*OEt₂ / tetrahydrofuran / -78 °C

2.1: hydrochloric acid / tetrahydrofuran

2.2: 67 percent / TsOH / acetone

3.1: 97 percent / 4-(dimethylamino)pyridine; triethylamine

4.1: 83 percent / NaN₃ / dimethylformamide / 120 °C

5.1: H₂ / Pd/C

6.1: pyridine

7.1: n-butyllithium / tetrahydrofuran / -78 °C

7.2: tetrahydrofuran

8.1: 4-(dimethylamino)pyridine; triethylamine

9.1: Na(Hg) / methanol

10.1: 87 percent / pyridinium p-toluenesulfonate / methanol / 45 °C

11.1: 92 percent / imidazole

12.1: 100 percent / diisopropylethylamine

13.1: 100 percent / Bu₄NF / tetrahydrofuran

With pyridine; 1H-imidazole; hydrogenchloride; dmap; n-butyllithium; sodium azide; sodium amalgam; boron trifluoride diethyl etherate; tetrabutyl ammonium fluoride; hydrogen; pyridinium p-toluenesulfonate; triethylamine; N-ethyl-N,N-diisopropylamine; palladium on activated charcoal; In tetrahydrofuran; methanol; N,N-dimethyl-formamide;
DOI:10.1002/anie.200352423

Reference yield:

: 52326-97-3
3,4;5,6-di-O-isopropylidene-D-gluconic acid

: 645394-67-8
N-((1S,2S)-1-{(4S,5S)-5-[(2E,4E)-5-(4-Ethoxy-phenyl)-penta-2,4-dienyl]-2,2-dimethyl-[1,3]dioxolan-4-yl}-3-hydroxy-2-methoxymethoxy-propyl)-2,2,2-trifluoro-acetamide

Guidance literature:: Multi-step reaction with 16 steps

1.1: 100 percent / NaBH₄ / methanol

2.1: 85 percent / pyridine

3.1: 89 percent / K₂CO₃ / methanol

4.1: 84 percent / BF₃*OEt₂ / tetrahydrofuran / -78 °C

5.1: hydrochloric acid / tetrahydrofuran

5.2: 67 percent / TsOH / acetone

6.1: 97 percent / 4-(dimethylamino)pyridine; triethylamine

7.1: 83 percent / NaN₃ / dimethylformamide / 120 °C

8.1: H₂ / Pd/C

9.1: pyridine

10.1: n-butyllithium / tetrahydrofuran / -78 °C

10.2: tetrahydrofuran

11.1: 4-(dimethylamino)pyridine; triethylamine

12.1: Na(Hg) / methanol

13.1: 87 percent / pyridinium p-toluenesulfonate / methanol / 45 °C

14.1: 92 percent / imidazole

15.1: 100 percent / diisopropylethylamine

16.1: 100 percent / Bu₄NF / tetrahydrofuran

With pyridine; 1H-imidazole; hydrogenchloride; dmap; sodium tetrahydroborate; n-butyllithium; sodium azide; sodium amalgam; boron trifluoride diethyl etherate; tetrabutyl ammonium fluoride; hydrogen; pyridinium p-toluenesulfonate; potassium carbonate; triethylamine; N-ethyl-N,N-diisopropylamine; palladium on activated charcoal; In tetrahydrofuran; methanol; N,N-dimethyl-formamide;
DOI:10.1002/anie.200352423