(3R,5S)-7-[3-(4-fluorophenyl)-1-isopropyl-4-phenyl-5-phenylcarbamoyl-1H-pyrrol-2-yl]-3,5-dihydroxyhept-6-enoic acid methyl ester

Base Information

Chemical Name:(3R,5S)-7-[3-(4-fluorophenyl)-1-isopropyl-4-phenyl-5-phenylcarbamoyl-1H-pyrrol-2-yl]-3,5-dihydroxyhept-6-enoic acid methyl ester
CAS No.:950599-93-6
Molecular Formula:C₃₄H₃₅FN₂O₅
Molecular Weight:570.661
Hs Code.:

Synonyms:(3R,5S)-7-[3-(4-fluorophenyl)-1-isopropyl-4-phenyl-5-phenylcarbamoyl-1H-pyrrol-2-yl]-3,5-dihydroxyhept-6-enoic acid methyl ester

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Chemical Property of (3R,5S)-7-[3-(4-fluorophenyl)-1-isopropyl-4-phenyl-5-phenylcarbamoyl-1H-pyrrol-2-yl]-3,5-dihydroxyhept-6-enoic acid methyl ester

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Technology Process of (3R,5S)-7-[3-(4-fluorophenyl)-1-isopropyl-4-phenyl-5-phenylcarbamoyl-1H-pyrrol-2-yl]-3,5-dihydroxyhept-6-enoic acid methyl ester

There total 8 articles about (3R,5S)-7-[3-(4-fluorophenyl)-1-isopropyl-4-phenyl-5-phenylcarbamoyl-1H-pyrrol-2-yl]-3,5-dihydroxyhept-6-enoic acid methyl 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: 45.0%

: 950599-45-8
(3R)-7-[3-(4-fluorophenyl)-1-isopropyl-4-phenyl-5-phenylcarbamoyl-1H-pyrrol-2-yl]-3-hydroxy-5-oxo-hept-6-enoic acid methyl ester

: 950599-93-6
(3R,5S)-7-[3-(4-fluorophenyl)-1-isopropyl-4-phenyl-5-phenylcarbamoyl-1H-pyrrol-2-yl]-3,5-dihydroxyhept-6-enoic acid methyl ester

Guidance literature:: (3R)-7-[3-(4-fluorophenyl)-1-isopropyl-4-phenyl-5-phenylcarbamoyl-1H-pyrrol-2-yl]-3-hydroxy-5-oxo-hept-6-enoic acid methyl ester; With diethyl methoxy borane; In tetrahydrofuran; methanol; at -78 ℃; for 0.5h;

With sodium tetrahydroborate; In tetrahydrofuran; methanol; for 2h;

With acetic acid; In tetrahydrofuran; methanol;

Reference yield:

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

: 950599-93-6
(3R,5S)-7-[3-(4-fluorophenyl)-1-isopropyl-4-phenyl-5-phenylcarbamoyl-1H-pyrrol-2-yl]-3,5-dihydroxyhept-6-enoic acid methyl ester

Guidance literature:: Multi-step reaction with 7 steps

1: POCl₃ / 1,2-dichloro-ethane / 3 h / 80 °C

2: 100 percent / NaOH / methanol / 2 h / 60 °C

3: SOCl₂ / 80 °C

4: Et₃N / tetrahydrofuran / 12 h / 25 °C

5: toluene / 48 h / 110 °C

6: aq. HF / acetonitrile / 2 h / 0 °C

7: Et₂B(OMe); NaBH₄; AcOH / tetrahydrofuran / 2 h / -78 °C

With sodium hydroxide; sodium tetrahydroborate; thionyl chloride; diethyl methoxy borane; hydrogen fluoride; acetic acid; triethylamine; trichlorophosphate; In tetrahydrofuran; methanol; 1,2-dichloro-ethane; toluene; acetonitrile; 1: Vilsmeir-Haack reaction / 5: Wittig olefination;
DOI:10.1016/j.bmcl.2007.05.096

Reference yield:

: 855231-04-8
4-(4-fluoro-phenyl)-5-formyl-1-isopropyl-3-phenyl-1H-pyrrole-2-carboxylic acid ethyl ester

: 950599-93-6
(3R,5S)-7-[3-(4-fluorophenyl)-1-isopropyl-4-phenyl-5-phenylcarbamoyl-1H-pyrrol-2-yl]-3,5-dihydroxyhept-6-enoic acid methyl ester

Guidance literature:: Multi-step reaction with 6 steps

1: 100 percent / NaOH / methanol / 2 h / 60 °C

2: SOCl₂ / 80 °C

3: Et₃N / tetrahydrofuran / 12 h / 25 °C

4: toluene / 48 h / 110 °C

5: aq. HF / acetonitrile / 2 h / 0 °C

6: Et₂B(OMe); NaBH₄; AcOH / tetrahydrofuran / 2 h / -78 °C

With sodium hydroxide; sodium tetrahydroborate; thionyl chloride; diethyl methoxy borane; hydrogen fluoride; acetic acid; triethylamine; In tetrahydrofuran; methanol; toluene; acetonitrile; 4: Wittig olefination;
DOI:10.1016/j.bmcl.2007.05.096