methyl 3(RS),5(SR)-dihydroxy-7-<1,2-diisopropyl-4-(4-fluorophenyl)-1H-pyrrol-3-yl>heptanoate

Base Information

• Chemical Name: methyl 3(RS),5(SR)-dihydroxy-7-<1,2-diisopropyl-4-(4-fluorophenyl)-1H-pyrrol-3-yl>heptanoate
• CAS No.: 124401-35-0
• Molecular Formula: C₂₄H₃₄FNO₄
• Molecular Weight: 419.537
• Mol file: 124401-35-0.mol

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

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

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

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

There total 28 articles about methyl 3(RS),5(SR)-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: 8.0%

methyl 3(RS),5(SR)-dihydroxy-7-<1,2-diisopropyl-4-(4-fluorophenyl)-1H-pyrrol-3-yl>hept-6(E)-enoate (124401-30-5) → 6-{2-[4-(4-Fluoro-phenyl)-1,2-diisopropyl-1H-pyrrol-3-yl]-ethyl}-4-hydroxy-tetrahydro-pyran-2-one + methyl 3(RS),5(RS)-dihydroxy-7-<1,2-diisopropyl-4-(4-fluorophenyl)-1H-pyrrol-3-yl>heptanoate (124401-35-0) + methyl 3(RS),5(SR)-dihydroxy-7-<1,2-diisopropyl-4-(4-fluorophenyl)-1H-pyrrol-3-yl>heptanoate (124401-35-0)

Guidance literature:

With hydrogen; triethylamine; palladium on activated charcoal; In methanol; for 0.333333h; Title compound not separated from byproducts; Ambient temperature;

DOI:10.1021/jm00163a011

Reference yield: 8.0%

methyl 3(RS),5(SR)-dihydroxy-7-<1,2-diisopropyl-4-(4-fluorophenyl)-1H-pyrrol-3-yl>hept-6(E)-enoate (124401-30-5) → 6-{2-[4-(4-Fluoro-phenyl)-1,2-diisopropyl-1H-pyrrol-3-yl]-ethyl}-4-hydroxy-tetrahydro-pyran-2-one + methyl 3(RS),5(RS)-dihydroxy-7-<1,2-diisopropyl-4-(4-fluorophenyl)-1H-pyrrol-3-yl>heptanoate (124401-35-0) + methyl 3(RS),5(SR)-dihydroxy-7-<1,2-diisopropyl-4-(4-fluorophenyl)-1H-pyrrol-3-yl>heptanoate (124401-35-0)

Guidance literature:

With hydrogen; triethylamine; palladium on activated charcoal; In methanol; for 0.333333h; Title compound not separated from byproducts; Ambient temperature;

DOI:10.1021/jm00163a011

Reference yield:

ethyl 4-methyl-3-oxo-pentanoate (7152-15-0) → methyl 3(RS),5(RS)-dihydroxy-7-<1,2-diisopropyl-4-(4-fluorophenyl)-1H-pyrrol-3-yl>heptanoate (124401-35-0)

Guidance literature:

Multi-step reaction with 8 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

7: 1.) 1 M triethylborane, 2.) sodium borohydride / 1.) THF, 20 deg C, 140 min, 2.) -75 deg C, 12 h

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

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

DOI:10.1021/jm00163a011

upstream raw materials:

methyl 3(RS),5(SR)-dihydroxy-7-<1,2-diisopropyl-4-(4-fluorophenyl)-1H-pyrrol-3-yl>hept-6(E)-enoate

4-fluoro-β-nitrostyrene

4-methyl-3-oxo-N-phenylpentanamide

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

Refernces