(S)-4-[[[2-Cyclopropyl-4-(4-fluorophenyl)-5-methyl-6-phenyl-3-pyridinyl]ethyl]hydroxyphosphinyl]-3-hydroxybutanoic acid, disodium salt

Base Information

Chemical Name:(S)-4-[[[2-Cyclopropyl-4-(4-fluorophenyl)-5-methyl-6-phenyl-3-pyridinyl]ethyl]hydroxyphosphinyl]-3-hydroxybutanoic acid, disodium salt
CAS No.:135426-94-7
Molecular Formula:C₂₇H₂₇FNO₅P*2Na
Molecular Weight:541.467
Hs Code.:

Synonyms:(S)-4-[[[2-Cyclopropyl-4-(4-fluorophenyl)-5-methyl-6-phenyl-3-pyridinyl]ethyl]hydroxyphosphinyl]-3-hydroxybutanoic acid, disodium salt

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Chemical Property of (S)-4-[[[2-Cyclopropyl-4-(4-fluorophenyl)-5-methyl-6-phenyl-3-pyridinyl]ethyl]hydroxyphosphinyl]-3-hydroxybutanoic acid, disodium salt

Chemical Property:

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Technology Process of (S)-4-[[[2-Cyclopropyl-4-(4-fluorophenyl)-5-methyl-6-phenyl-3-pyridinyl]ethyl]hydroxyphosphinyl]-3-hydroxybutanoic acid, disodium salt

There total 14 articles about (S)-4-[[[2-Cyclopropyl-4-(4-fluorophenyl)-5-methyl-6-phenyl-3-pyridinyl]ethyl]hydroxyphosphinyl]-3-hydroxybutanoic acid, disodium salt 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: 87.0%

: 450-95-3
2-fluoroacetophenone

: 135426-94-7
(S)-4-[[[2-Cyclopropyl-4-(4-fluorophenyl)-5-methyl-6-phenyl-3-pyridinyl]ethyl]hydroxyphosphinyl]-3-hydroxybutanoic acid, disodium salt

Guidance literature:

Reference yield:

: 459-57-4
4-fluorobenzaldehyde

: 135426-94-7
(S)-4-[[[2-Cyclopropyl-4-(4-fluorophenyl)-5-methyl-6-phenyl-3-pyridinyl]ethyl]hydroxyphosphinyl]-3-hydroxybutanoic acid, disodium salt

Guidance literature:: Multi-step reaction with 12 steps

1: 82 percent / piperidine, HOAc / benzene / 22 h / Heating

2: 1.) LiN(TMS)2 / 1.) THF, -78 deg C, 1 h, 2.) THF, 1.5 h

3: NH₄OAc, Cu(OAc)2 / acetic acid / 24 h / Heating

4: LiAlH₄ / tetrahydrofuran / 6 h / Ambient temperature

5: 79 percent / 4-methylmorpholine N-oxide, 4A molecular sieves, tetrapropylammonium perruthenate (TPAP) / CH₂Cl₂ / 0.5 h / Ambient temperature

6: triphenylphosphine / CH₂Cl₂ / 0.42 h / Ambient temperature

7: n-BuLi / tetrahydrofuran; hexane / 1 h / -78 °C

8: 1.) AIBN, tri-n-butyltin hydride, 2.) I₂ / 1.) 120 deg C - 140 deg C, 3 h, 2.) Et₂O, RT, 45 min

9: 1.) tert-butyllithium / 1.) THF, pentane, -100 deg C, 25 min, 2.) THF, pentane, from -100 deg C to -78 deg C, 30 min

10: tetra-n-butylammonium fluoride, HOAc / tetrahydrofuran / 19 h / Ambient temperature

11: H₂ / 10percent Pd/C / methanol / 72 h / 2585.7 Torr

12: aq. NaOH / dioxane / Heating

With piperidine; sodium hydroxide; lithium aluminium tetrahydride; n-butyllithium; tetrapropylammonium perruthennate; copper diacetate; 2,2'-azobis(isobutyronitrile); 4 A molecular sieve; ammonium acetate; tetrabutyl ammonium fluoride; hydrogen; iodine; tert.-butyl lithium; tri-n-butyl-tin hydride; acetic acid; 4-methylmorpholine N-oxide; triphenylphosphine; lithium hexamethyldisilazane; palladium on activated charcoal; In tetrahydrofuran; 1,4-dioxane; methanol; hexane; dichloromethane; acetic acid; benzene;
DOI:10.1021/jm00113a019

Reference yield:

: 137586-94-8
(Z)-2-Cyclopropanecarbonyl-3-(4-fluoro-phenyl)-acrylic acid ethyl ester

: 135426-94-7
(S)-4-[[[2-Cyclopropyl-4-(4-fluorophenyl)-5-methyl-6-phenyl-3-pyridinyl]ethyl]hydroxyphosphinyl]-3-hydroxybutanoic acid, disodium salt

Guidance literature:: Multi-step reaction with 11 steps

1: 1.) LiN(TMS)2 / 1.) THF, -78 deg C, 1 h, 2.) THF, 1.5 h

2: NH₄OAc, Cu(OAc)2 / acetic acid / 24 h / Heating

3: LiAlH₄ / tetrahydrofuran / 6 h / Ambient temperature

4: 79 percent / 4-methylmorpholine N-oxide, 4A molecular sieves, tetrapropylammonium perruthenate (TPAP) / CH₂Cl₂ / 0.5 h / Ambient temperature

5: triphenylphosphine / CH₂Cl₂ / 0.42 h / Ambient temperature

6: n-BuLi / tetrahydrofuran; hexane / 1 h / -78 °C

7: 1.) AIBN, tri-n-butyltin hydride, 2.) I₂ / 1.) 120 deg C - 140 deg C, 3 h, 2.) Et₂O, RT, 45 min

8: 1.) tert-butyllithium / 1.) THF, pentane, -100 deg C, 25 min, 2.) THF, pentane, from -100 deg C to -78 deg C, 30 min

9: tetra-n-butylammonium fluoride, HOAc / tetrahydrofuran / 19 h / Ambient temperature

10: H₂ / 10percent Pd/C / methanol / 72 h / 2585.7 Torr

11: aq. NaOH / dioxane / Heating

With sodium hydroxide; lithium aluminium tetrahydride; n-butyllithium; tetrapropylammonium perruthennate; copper diacetate; 2,2'-azobis(isobutyronitrile); 4 A molecular sieve; ammonium acetate; tetrabutyl ammonium fluoride; hydrogen; iodine; tert.-butyl lithium; tri-n-butyl-tin hydride; acetic acid; 4-methylmorpholine N-oxide; triphenylphosphine; lithium hexamethyldisilazane; palladium on activated charcoal; In tetrahydrofuran; 1,4-dioxane; methanol; hexane; dichloromethane; acetic acid;
DOI:10.1021/jm00113a019