(E)-(3R,5S)-7-[5-(4-Fluoro-phenyl)-3-isopropyl-1-pyrazin-2-yl-1H-pyrazol-4-yl]-3,5-dihydroxy-hept-6-enoic acid

Base Information

Chemical Name:(E)-(3R,5S)-7-[5-(4-Fluoro-phenyl)-3-isopropyl-1-pyrazin-2-yl-1H-pyrazol-4-yl]-3,5-dihydroxy-hept-6-enoic acid
CAS No.:786611-53-8
Molecular Formula:C₂₃H₂₅FN₄O₄
Molecular Weight:440.474
Hs Code.:

Synonyms:(E)-(3R,5S)-7-[5-(4-Fluoro-phenyl)-3-isopropyl-1-pyrazin-2-yl-1H-pyrazol-4-yl]-3,5-dihydroxy-hept-6-enoic acid

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Chemical Property of (E)-(3R,5S)-7-[5-(4-Fluoro-phenyl)-3-isopropyl-1-pyrazin-2-yl-1H-pyrazol-4-yl]-3,5-dihydroxy-hept-6-enoic acid

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Technology Process of (E)-(3R,5S)-7-[5-(4-Fluoro-phenyl)-3-isopropyl-1-pyrazin-2-yl-1H-pyrazol-4-yl]-3,5-dihydroxy-hept-6-enoic acid

There total 10 articles about (E)-(3R,5S)-7-[5-(4-Fluoro-phenyl)-3-isopropyl-1-pyrazin-2-yl-1H-pyrazol-4-yl]-3,5-dihydroxy-hept-6-enoic acid 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:

: (E)-(3R,5S)-7-[5-(4-Fluoro-phenyl)-3-isopropyl-1-pyrazin-2-yl-1H-pyrazol-4-yl]-3,5-dihydroxy-hept-6-enoic acid tert-butyl ester

: 786611-53-8
(E)-(3R,5S)-7-[5-(4-Fluoro-phenyl)-3-isopropyl-1-pyrazin-2-yl-1H-pyrazol-4-yl]-3,5-dihydroxy-hept-6-enoic acid

Guidance literature:: With sodium hydroxide; In methanol; for 1h;
DOI:10.1021/jm00089a022

Reference yield:

: 114433-94-2
1-(4-Fluorophenyl)-3-isopropylpropan-1,3-dione

: 786611-53-8
(E)-(3R,5S)-7-[5-(4-Fluoro-phenyl)-3-isopropyl-1-pyrazin-2-yl-1H-pyrazol-4-yl]-3,5-dihydroxy-hept-6-enoic acid

Guidance literature:: Multi-step reaction with 10 steps

1: acetic acid / 3 h / 60 °C

2: N-bromosuccinimide / dimethylformamide / 4 h / 0 °C

3: 1.) bis(triphenylphosphine)palladium(II) chloride, triethylamine / 1.) DMF, reflux, 2.) DMF, reflux, overnight

4: DIBAL-H / CH₂Cl₂ / 1 h / -78 °C

5: manganese(IV) oxide / toluene / 24 h / Heating

6: 1.) lithium diisopropylamine, 2.) MgBr₂

7: methanol / 16 h

8: 1.) lithium diisopropylamide / 1.) hexane, THF, -45 deg C, 1 h, 2.) hexane, THF, from -45 deg C to -20 deg C, 3.5 h

9: 1.) triethylborane, pivalic acid, 2.) sodium borohydride / 1.) THF, methanol, 30 min, 2.) THF, methanol, -78 deg C, 6 h

10: 1M aq. sodium hydroxide / methanol / 1 h

With manganese(IV) oxide; sodium hydroxide; sodium tetrahydroborate; N-Bromosuccinimide; bis(triphenylphosphine)palladium(II)-chloride; triethyl borane; diisobutylaluminium hydride; triethylamine; magnesium bromide; lithium diisopropyl amide; Trimethylacetic acid; In methanol; dichloromethane; acetic acid; N,N-dimethyl-formamide; toluene;
DOI:10.1021/jm00089a022

Reference yield:

: 133258-40-9
2-[5-(4-Fluorophenyl)-3-(1-methylethyl)-1H-pyrazol-1-yl]pyrazine

: 786611-53-8
(E)-(3R,5S)-7-[5-(4-Fluoro-phenyl)-3-isopropyl-1-pyrazin-2-yl-1H-pyrazol-4-yl]-3,5-dihydroxy-hept-6-enoic acid

Guidance literature:: Multi-step reaction with 9 steps

1: N-bromosuccinimide / dimethylformamide / 4 h / 0 °C

2: 1.) bis(triphenylphosphine)palladium(II) chloride, triethylamine / 1.) DMF, reflux, 2.) DMF, reflux, overnight

3: DIBAL-H / CH₂Cl₂ / 1 h / -78 °C

4: manganese(IV) oxide / toluene / 24 h / Heating

5: 1.) lithium diisopropylamine, 2.) MgBr₂

6: methanol / 16 h

7: 1.) lithium diisopropylamide / 1.) hexane, THF, -45 deg C, 1 h, 2.) hexane, THF, from -45 deg C to -20 deg C, 3.5 h

8: 1.) triethylborane, pivalic acid, 2.) sodium borohydride / 1.) THF, methanol, 30 min, 2.) THF, methanol, -78 deg C, 6 h

9: 1M aq. sodium hydroxide / methanol / 1 h

With manganese(IV) oxide; sodium hydroxide; sodium tetrahydroborate; N-Bromosuccinimide; bis(triphenylphosphine)palladium(II)-chloride; triethyl borane; diisobutylaluminium hydride; triethylamine; magnesium bromide; lithium diisopropyl amide; Trimethylacetic acid; In methanol; dichloromethane; N,N-dimethyl-formamide; toluene;
DOI:10.1021/jm00089a022