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-hydroxy-propyl)-2,2,2-trifluoro-acetamide

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Chemical Name: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-hydroxy-propyl)-2,2,2-trifluoro-acetamide
CAS No.:645394-65-6
Molecular Formula:C₂₉H₄₄F₃NO₆Si
Molecular Weight:587.752
Hs Code.:

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-hydroxy-propyl)-2,2,2-trifluoro-acetamide

Synonyms: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-hydroxy-propyl)-2,2,2-trifluoro-acetamide

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Chemical Property of 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-hydroxy-propyl)-2,2,2-trifluoro-acetamide

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Technology Process of 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-hydroxy-propyl)-2,2,2-trifluoro-acetamide

There total 15 articles about 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-hydroxy-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: 92.0%

: 18162-48-6
tert-butyldimethylsilyl chloride

: 645394-64-5
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}-2,3-dihydroxy-propyl)-2,2,2-trifluoro-acetamide

: 645394-65-6
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-hydroxy-propyl)-2,2,2-trifluoro-acetamide

Guidance literature:: With 1H-imidazole;
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

: 645394-65-6
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-hydroxy-propyl)-2,2,2-trifluoro-acetamide

Guidance literature:: Multi-step reaction with 11 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

With pyridine; 1H-imidazole; hydrogenchloride; dmap; n-butyllithium; sodium azide; sodium amalgam; boron trifluoride diethyl etherate; hydrogen; pyridinium p-toluenesulfonate; triethylamine; 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

: 645394-65-6
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-hydroxy-propyl)-2,2,2-trifluoro-acetamide

Guidance literature:: Multi-step reaction with 14 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

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