(6-{2-[3-(4-fluorophenyl)-1-isopropyl-5-(4-methoxybenzylcarbamoyl)-4-phenyl-1H-pyrrol-2-yl]vinyl}-2,2-dimethyl-[1,3]dioxan-4-yl)acetic acid tert-butyl ester

Base Information

Chemical Name:(6-{2-[3-(4-fluorophenyl)-1-isopropyl-5-(4-methoxybenzylcarbamoyl)-4-phenyl-1H-pyrrol-2-yl]vinyl}-2,2-dimethyl-[1,3]dioxan-4-yl)acetic acid tert-butyl ester
CAS No.:855249-03-5
Molecular Formula:C₄₂H₄₉FN₂O₆
Molecular Weight:696.859
Hs Code.:

(6-{2-[3-(4-fluorophenyl)-1-isopropyl-5-(4-methoxybenzylcarbamoyl)-4-phenyl-1H-pyrrol-2-yl]vinyl}-2,2-dimethyl-[1,3]dioxan-4-yl)acetic acid tert-butyl ester

Synonyms:(6-{2-[3-(4-fluorophenyl)-1-isopropyl-5-(4-methoxybenzylcarbamoyl)-4-phenyl-1H-pyrrol-2-yl]vinyl}-2,2-dimethyl-[1,3]dioxan-4-yl)acetic acid tert-butyl ester

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Chemical Property of (6-{2-[3-(4-fluorophenyl)-1-isopropyl-5-(4-methoxybenzylcarbamoyl)-4-phenyl-1H-pyrrol-2-yl]vinyl}-2,2-dimethyl-[1,3]dioxan-4-yl)acetic acid tert-butyl ester

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Technology Process of (6-{2-[3-(4-fluorophenyl)-1-isopropyl-5-(4-methoxybenzylcarbamoyl)-4-phenyl-1H-pyrrol-2-yl]vinyl}-2,2-dimethyl-[1,3]dioxan-4-yl)acetic acid tert-butyl ester

There total 13 articles about (6-{2-[3-(4-fluorophenyl)-1-isopropyl-5-(4-methoxybenzylcarbamoyl)-4-phenyl-1H-pyrrol-2-yl]vinyl}-2,2-dimethyl-[1,3]dioxan-4-yl)acetic acid tert-butyl ester 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: 75.0%

: [3-(4-fluoro-phenyl)-1-isopropyl-5-(4-methoxy-benzylcarbamoyl)-4-phenyl-1H-pyrrol-2-ylmethyl]-triphenyl-phosphonium bromide

: 124752-23-4
tert-butyl 2-[(4R,6S)-6-formyl-2,2-dimethyl-1,3-dioxan-4-yl]acetate

: 855249-03-5
(6-{2-[3-(4-fluorophenyl)-1-isopropyl-5-(4-methoxybenzylcarbamoyl)-4-phenyl-1H-pyrrol-2-yl]vinyl}-2,2-dimethyl-[1,3]dioxan-4-yl)acetic acid tert-butyl ester

Guidance literature:: With sodium hexamethyldisilazane; In tetrahydrofuran; at -78 - 25 ℃; for 2h;
DOI:10.1016/j.tet.2007.06.005

Reference yield:

: 855231-06-0
4-(4-fluoro-phenyl)-5-formyl-1-isopropyl-3-phenyl-1H-pyrrole-2-carboxylic acid

: 855249-03-5
(6-{2-[3-(4-fluorophenyl)-1-isopropyl-5-(4-methoxybenzylcarbamoyl)-4-phenyl-1H-pyrrol-2-yl]vinyl}-2,2-dimethyl-[1,3]dioxan-4-yl)acetic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 5 steps

1: thionyl chloride / 2 h / 75 °C

2: 11.14 g / triethylamine / CH₂Cl₂ / 2 h / 0 °C

3: 41 percent / lithium tri-tert-butoxyaluminohydride / tetrahydrofuran / 0.5 h / 0 °C

4: 100 percent / CH₂Cl₂ / 2.5 h / 50 °C

5: 75 percent / NaHMDS / tetrahydrofuran / 2 h / -78 - 25 °C

With thionyl chloride; lithium tri(t-butoxy)aluminum hydride; sodium hexamethyldisilazane; triethylamine; In tetrahydrofuran; dichloromethane; 5: Wittig olefination;
DOI:10.1016/j.tet.2007.06.005

Reference yield:

: 855231-02-6
4-(4-fluoro-phenyl)-1-isopropyl-3-phenyl-1H-pyrrole-2-carboxylic acid ethyl ester

: 855249-03-5
(6-{2-[3-(4-fluorophenyl)-1-isopropyl-5-(4-methoxybenzylcarbamoyl)-4-phenyl-1H-pyrrol-2-yl]vinyl}-2,2-dimethyl-[1,3]dioxan-4-yl)acetic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 7 steps

1: phosphorus oxychloride / 1,2-dichloro-ethane / 18 h / 80 °C

2: 498 g / aq. sodium hydroxide / tetrahydrofuran; methanol / 24 h / 25 °C

3: thionyl chloride / 2 h / 75 °C

4: 11.14 g / triethylamine / CH₂Cl₂ / 2 h / 0 °C

5: 41 percent / lithium tri-tert-butoxyaluminohydride / tetrahydrofuran / 0.5 h / 0 °C

6: 100 percent / CH₂Cl₂ / 2.5 h / 50 °C

7: 75 percent / NaHMDS / tetrahydrofuran / 2 h / -78 - 25 °C

With sodium hydroxide; thionyl chloride; lithium tri(t-butoxy)aluminum hydride; sodium hexamethyldisilazane; triethylamine; trichlorophosphate; In tetrahydrofuran; methanol; dichloromethane; 1,2-dichloro-ethane; 1: Vilsmeier-Haack reaction / 7: Wittig olefination;
DOI:10.1016/j.tet.2007.06.005