(S)-3-(tert-Butyl-diphenyl-silanyloxy)-4-({(E)-2-[5-ethyl-4-(4-fluoro-phenyl)-2-isopropyl-6-phenyl-pyridin-3-yl]-vinyl}-methoxy-phosphinoyl)-butyric acid methyl ester

Base Information

Chemical Name:(S)-3-(tert-Butyl-diphenyl-silanyloxy)-4-({(E)-2-[5-ethyl-4-(4-fluoro-phenyl)-2-isopropyl-6-phenyl-pyridin-3-yl]-vinyl}-methoxy-phosphinoyl)-butyric acid methyl ester
CAS No.:137593-77-2
Molecular Formula:C₄₆H₅₃FNO₅PSi
Molecular Weight:777.988
Hs Code.:

(S)-3-(tert-Butyl-diphenyl-silanyloxy)-4-({(E)-2-[5-ethyl-4-(4-fluoro-phenyl)-2-isopropyl-6-phenyl-pyridin-3-yl]-vinyl}-methoxy-phosphinoyl)-butyric acid methyl ester

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Chemical Property of (S)-3-(tert-Butyl-diphenyl-silanyloxy)-4-({(E)-2-[5-ethyl-4-(4-fluoro-phenyl)-2-isopropyl-6-phenyl-pyridin-3-yl]-vinyl}-methoxy-phosphinoyl)-butyric acid methyl ester

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Technology Process of (S)-3-(tert-Butyl-diphenyl-silanyloxy)-4-({(E)-2-[5-ethyl-4-(4-fluoro-phenyl)-2-isopropyl-6-phenyl-pyridin-3-yl]-vinyl}-methoxy-phosphinoyl)-butyric acid methyl ester

There total 16 articles about (S)-3-(tert-Butyl-diphenyl-silanyloxy)-4-({(E)-2-[5-ethyl-4-(4-fluoro-phenyl)-2-isopropyl-6-phenyl-pyridin-3-yl]-vinyl}-methoxy-phosphinoyl)-butyric 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:

: 459-57-4
4-fluorobenzaldehyde

: 137593-77-2
(S)-3-(tert-Butyl-diphenyl-silanyloxy)-4-({(E)-2-[5-ethyl-4-(4-fluoro-phenyl)-2-isopropyl-6-phenyl-pyridin-3-yl]-vinyl}-methoxy-phosphinoyl)-butyric acid methyl ester

Guidance literature:: Multi-step reaction with 9 steps

1: 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: oxalyl chloride, DMSO / CH₂Cl₂; tetrahydrofuran / 0.25 h / -78 °C

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 Cto -78 deg C, 30 min

With piperidine; lithium aluminium tetrahydride; n-butyllithium; copper diacetate; oxalyl dichloride; 2,2'-azobis(isobutyronitrile); ammonium acetate; iodine; tert.-butyl lithium; tri-n-butyl-tin hydride; acetic acid; dimethyl sulfoxide; triphenylphosphine; lithium hexamethyldisilazane; In tetrahydrofuran; hexane; dichloromethane; acetic acid; benzene;
DOI:10.1021/jm00113a019

Reference yield:

: 88759-56-2
(S)-bromo-3-hydroxybutyric acid methyl ester

: 137593-77-2
(S)-3-(tert-Butyl-diphenyl-silanyloxy)-4-({(E)-2-[5-ethyl-4-(4-fluoro-phenyl)-2-isopropyl-6-phenyl-pyridin-3-yl]-vinyl}-methoxy-phosphinoyl)-butyric acid methyl ester

Guidance literature:: Multi-step reaction with 7 steps

1: imidazole, DMAP / dimethylformamide / Ambient temperature

2: sodium iodide / butan-2-one / 5 h / Heating

3: 75 percent / 16.5 h / 155 °C

4: bis(trimethylsilyl)trifluoroacetamide (BSTFA), trimethylsilyl bromide (TMSBr) / CH₂Cl₂ / 20 h / Ambient temperature

5: dicyclohexylcarbodiimide (DCC), pyridine / 20 h / Ambient temperature

6: 1.) TMSDEA, 2.) oxalyl chloride, DMF / 1.) CH₂Cl₂, RT, 1 h, 2.) CH₂Cl₂, 0 deg C - 20 deg C, 1 h

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

With pyridine; 1H-imidazole; dmap; bis(trimethylsilyl)trifluoroacetamide; oxalyl dichloride; trimethylsilyl bromide; tert.-butyl lithium; N,N-dimethyl-formamide; dicyclohexyl-carbodiimide; N,N-diethyl-1,1,1-trimethylsilanamine; sodium iodide; In dichloromethane; N,N-dimethyl-formamide; butanone;
DOI:10.1021/jm00113a019

Reference yield:

: 119673-72-2
(S)-4-iodo-3-<<(1,1-dimethylethyl)diphenylsilyl>oxy>butanoic acid methyl ester

: 137593-77-2
(S)-3-(tert-Butyl-diphenyl-silanyloxy)-4-({(E)-2-[5-ethyl-4-(4-fluoro-phenyl)-2-isopropyl-6-phenyl-pyridin-3-yl]-vinyl}-methoxy-phosphinoyl)-butyric acid methyl ester

Guidance literature:: Multi-step reaction with 5 steps

1: 75 percent / 16.5 h / 155 °C

2: bis(trimethylsilyl)trifluoroacetamide (BSTFA), trimethylsilyl bromide (TMSBr) / CH₂Cl₂ / 20 h / Ambient temperature

3: dicyclohexylcarbodiimide (DCC), pyridine / 20 h / Ambient temperature

4: 1.) TMSDEA, 2.) oxalyl chloride, DMF / 1.) CH₂Cl₂, RT, 1 h, 2.) CH₂Cl₂, 0 deg C - 20 deg C, 1 h

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

With pyridine; bis(trimethylsilyl)trifluoroacetamide; oxalyl dichloride; trimethylsilyl bromide; tert.-butyl lithium; N,N-dimethyl-formamide; dicyclohexyl-carbodiimide; N,N-diethyl-1,1,1-trimethylsilanamine; In dichloromethane;
DOI:10.1021/jm00113a019