sodium 3(R),5(R)-dihydroxy-7-<1,2-diisopropyl-4-(4-fluorophenyl)-1H-pyrrol-3-yl>heptanoate

Base Information

• Chemical Name: sodium 3(R),5(R)-dihydroxy-7-<1,2-diisopropyl-4-(4-fluorophenyl)-1H-pyrrol-3-yl>heptanoate
• CAS No.: 124508-42-5
• Molecular Formula: C₂₃H₃₁FNO₄*Na
• Molecular Weight: 427.492

Synonyms:sodium 3(R),5(R)-dihydroxy-7-<1,2-diisopropyl-4-(4-fluorophenyl)-1H-pyrrol-3-yl>heptanoate

Chemical Property of sodium 3(R),5(R)-dihydroxy-7-<1,2-diisopropyl-4-(4-fluorophenyl)-1H-pyrrol-3-yl>heptanoate

Chemical Property:

Purity/Quality:

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Technology Process of sodium 3(R),5(R)-dihydroxy-7-<1,2-diisopropyl-4-(4-fluorophenyl)-1H-pyrrol-3-yl>heptanoate

There total 15 articles about sodium 3(R),5(R)-dihydroxy-7-<1,2-diisopropyl-4-(4-fluorophenyl)-1H-pyrrol-3-yl>heptanoate 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:

ethyl 4-methyl-3-oxo-pentanoate (7152-15-0) → sodium 3(R),5(R)-dihydroxy-7-<1,2-diisopropyl-4-(4-fluorophenyl)-1H-pyrrol-3-yl>heptanoate (124508-42-5)

Guidance literature:

Multi-step reaction with 11 steps

1: 49.7 percent / methanol / 48 h

2: 77 percent / lithium aluminum hydride / diethyl ether / 1.) 0 deg C, 1 h, 2.) 20 deg C, 1 h

3: 87 percent / N-methylmorpholine N-oxide, tris(triphenylphosphine)ruthenium(II) dichloride / acetone / 20 h / Ambient temperature

4: 1.) sodium hydride / 1.) THF, 0 deg C, 40 min, 2.) RT, 2 h

5: 1.) 1.2 M diisobutylaluminum hydride, 2.) water / 1a.) THF, toluene, 0 deg C, 1 h, 1b.) RT, 1.5 h, 2.) 1 h

6: 1.) LDA / 1.) THF, 0 deg C, 30 min, 2.) -90 deg C, 2 h

7: methanol / 3 h / Ambient temperature

8: 1.) LDA / 1.) THF, hexane, -70 deg C, 40 min, 2a.) 10 min, 2b.) -30 deg C, 1 h

9: 1.) triethylborane, 2.) sodium borohydride / 1.) THF, -70 deg C, 1 h, 2.) -70 deg C, 1.5 h

10: H₂, triethylamine / 10percent Pd/C / methanol / 0.33 h / Ambient temperature

11: 1 N sodium hydroxide / ethanol / 20 h / Ambient temperature

With sodium hydroxide; sodium tetrahydroborate; lithium aluminium tetrahydride; tris(triphenylphosphine)ruthenium(II) chloride; triethyl borane; water; hydrogen; sodium hydride; diisobutylaluminium hydride; 4-methylmorpholine N-oxide; triethylamine; lithium diisopropyl amide; palladium on activated charcoal; In methanol; diethyl ether; ethanol; acetone;

DOI:10.1021/jm00163a011

Reference yield:

4-fluoro-β-nitrostyrene (5153-69-5,706-08-1) → sodium 3(R),5(R)-dihydroxy-7-<1,2-diisopropyl-4-(4-fluorophenyl)-1H-pyrrol-3-yl>heptanoate (124508-42-5)

Guidance literature:

Multi-step reaction with 11 steps

1: 49.7 percent / methanol / 48 h

2: 77 percent / lithium aluminum hydride / diethyl ether / 1.) 0 deg C, 1 h, 2.) 20 deg C, 1 h

3: 87 percent / N-methylmorpholine N-oxide, tris(triphenylphosphine)ruthenium(II) dichloride / acetone / 20 h / Ambient temperature

4: 1.) sodium hydride / 1.) THF, 0 deg C, 40 min, 2.) RT, 2 h

5: 1.) 1.2 M diisobutylaluminum hydride, 2.) water / 1a.) THF, toluene, 0 deg C, 1 h, 1b.) RT, 1.5 h, 2.) 1 h

6: 1.) LDA / 1.) THF, 0 deg C, 30 min, 2.) -90 deg C, 2 h

7: methanol / 3 h / Ambient temperature

8: 1.) LDA / 1.) THF, hexane, -70 deg C, 40 min, 2a.) 10 min, 2b.) -30 deg C, 1 h

9: 1.) triethylborane, 2.) sodium borohydride / 1.) THF, -70 deg C, 1 h, 2.) -70 deg C, 1.5 h

10: H₂, triethylamine / 10percent Pd/C / methanol / 0.33 h / Ambient temperature

11: 1 N sodium hydroxide / ethanol / 20 h / Ambient temperature

With sodium hydroxide; sodium tetrahydroborate; lithium aluminium tetrahydride; tris(triphenylphosphine)ruthenium(II) chloride; triethyl borane; water; hydrogen; sodium hydride; diisobutylaluminium hydride; 4-methylmorpholine N-oxide; triethylamine; lithium diisopropyl amide; palladium on activated charcoal; In methanol; diethyl ether; ethanol; acetone;

DOI:10.1021/jm00163a011

Reference yield:

4-methyl-3-oxo-N-phenylpentanamide (124401-38-3) → sodium 3(R),5(R)-dihydroxy-7-<1,2-diisopropyl-4-(4-fluorophenyl)-1H-pyrrol-3-yl>heptanoate (124508-42-5)

Guidance literature:

Multi-step reaction with 13 steps

1: 28.9 g / acetic acid / toluene / 16 h / Heating

2: 50 percent / ethanol / 12 h / Heating

3: 1.) NaH / 1a.) toluene, 60 deg C, 30 min, 1b.) 100 deg C, 10 min, 2.) reflux

4: 75 percent / lithium aluminum hydride / tetrahydrofuran / 20 h / Heating

5: 87 percent / N-methylmorpholine N-oxide, tris(triphenylphosphine)ruthenium(II) dichloride / acetone / 20 h / Ambient temperature

6: 1.) sodium hydride / 1.) THF, 0 deg C, 40 min, 2.) RT, 2 h

7: 1.) 1.2 M diisobutylaluminum hydride, 2.) water / 1a.) THF, toluene, 0 deg C, 1 h, 1b.) RT, 1.5 h, 2.) 1 h

8: 1.) LDA / 1.) THF, 0 deg C, 30 min, 2.) -90 deg C, 2 h

9: methanol / 3 h / Ambient temperature

10: 1.) LDA / 1.) THF, hexane, -70 deg C, 40 min, 2a.) 10 min, 2b.) -30 deg C, 1 h

11: 1.) triethylborane, 2.) sodium borohydride / 1.) THF, -70 deg C, 1 h, 2.) -70 deg C, 1.5 h

12: H₂, triethylamine / 10percent Pd/C / methanol / 0.33 h / Ambient temperature

13: 1 N sodium hydroxide / ethanol / 20 h / Ambient temperature

With sodium hydroxide; sodium tetrahydroborate; lithium aluminium tetrahydride; tris(triphenylphosphine)ruthenium(II) chloride; triethyl borane; water; hydrogen; sodium hydride; diisobutylaluminium hydride; acetic acid; 4-methylmorpholine N-oxide; triethylamine; lithium diisopropyl amide; palladium on activated charcoal; In tetrahydrofuran; methanol; ethanol; acetone; toluene;

DOI:10.1021/jm00163a011

upstream raw materials:

tert-butyl 3(R),5(R)-dihydroxy-7-<1,2-diisopropyl-4-(4-fluorophenyl)-1H-pyrrol-3-yl>heptanoate

4-fluoro-β-nitrostyrene

4-methyl-3-oxo-N-phenylpentanamide

3-(isopropylamino)-4-methylpent-2(E)-enoic acid anilide

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