(S)-2-phenylpropan-2-yl 5-(6-(((tert-butyldimethylsilyl)oxy)methyl)pyridin-3-yl)-2-((diphenylmethylene)amino)pent-4-ynoate

Base Information

Chemical Name:(S)-2-phenylpropan-2-yl 5-(6-(((tert-butyldimethylsilyl)oxy)methyl)pyridin-3-yl)-2-((diphenylmethylene)amino)pent-4-ynoate
CAS No.:1351185-01-7
Molecular Formula:C₃₉H₄₄N₂O₃Si
Molecular Weight:616.875
Hs Code.:

Synonyms:(S)-2-phenylpropan-2-yl 5-(6-(((tert-butyldimethylsilyl)oxy)methyl)pyridin-3-yl)-2-((diphenylmethylene)amino)pent-4-ynoate

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Chemical Property of (S)-2-phenylpropan-2-yl 5-(6-(((tert-butyldimethylsilyl)oxy)methyl)pyridin-3-yl)-2-((diphenylmethylene)amino)pent-4-ynoate

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Technology Process of (S)-2-phenylpropan-2-yl 5-(6-(((tert-butyldimethylsilyl)oxy)methyl)pyridin-3-yl)-2-((diphenylmethylene)amino)pent-4-ynoate

There total 6 articles about (S)-2-phenylpropan-2-yl 5-(6-(((tert-butyldimethylsilyl)oxy)methyl)pyridin-3-yl)-2-((diphenylmethylene)amino)pent-4-ynoate 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: 76.0%

: 1351185-00-6
(S)-2-phenylpropan-2-yl 2-((diphenylmethylene)amino)pent-4-ynoate

: 88139-92-8
2-<<(tert-butyldimethylsilyl)oxy>methyl>-5-bromopyridine

: 1351185-01-7
(S)-2-phenylpropan-2-yl 5-(6-(((tert-butyldimethylsilyl)oxy)methyl)pyridin-3-yl)-2-((diphenylmethylene)amino)pent-4-ynoate

Guidance literature:: With copper(l) iodide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; triethylamine; In tetrahydrofuran; at 60 ℃; for 36h; Inert atmosphere;
DOI:10.1021/ol202939g

Reference yield:

: 617-94-7
1-methyl-1-phenylethyl alcohol

: 1351185-01-7
(S)-2-phenylpropan-2-yl 5-(6-(((tert-butyldimethylsilyl)oxy)methyl)pyridin-3-yl)-2-((diphenylmethylene)amino)pent-4-ynoate

Guidance literature:: Multi-step reaction with 5 steps

1.1: sodium hydride / diethyl ether; mineral oil / 1.25 h / 0 - 20 °C / Inert atmosphere

2.1: dichloromethane; cyclohexane / 12 h / 20 °C / Inert atmosphere

3.1: N-ethyl-N,N-diisopropylamine / acetonitrile / 24 h / Inert atmosphere

4.1: Br^(1-)*C₃₇H₃₇N₂O⁽¹⁺⁾ / chloroform; toluene / 0.05 h / Cooling

4.2: Cooling

5.1: copper(l) iodide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; triethylamine / tetrahydrofuran / 36 h / 60 °C / Inert atmosphere

With copper(l) iodide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; Br^(1-)*C₃₇H₃₇N₂O⁽¹⁺⁾; sodium hydride; triethylamine; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; diethyl ether; dichloromethane; chloroform; cyclohexane; toluene; acetonitrile; mineral oil; 5.1: Sonogashira coupling;
DOI:10.1021/ol202939g

Reference yield:

: bromoacetic acid 1-methyl-1-phenylethyl ester

: 1351185-01-7
(S)-2-phenylpropan-2-yl 5-(6-(((tert-butyldimethylsilyl)oxy)methyl)pyridin-3-yl)-2-((diphenylmethylene)amino)pent-4-ynoate

Guidance literature:: Multi-step reaction with 3 steps

1.1: N-ethyl-N,N-diisopropylamine / acetonitrile / 24 h / Inert atmosphere

2.1: Br^(1-)*C₃₇H₃₇N₂O⁽¹⁺⁾ / chloroform; toluene / 0.05 h / Cooling

2.2: Cooling

3.1: copper(l) iodide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; triethylamine / tetrahydrofuran / 36 h / 60 °C / Inert atmosphere

With copper(l) iodide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; Br^(1-)*C₃₇H₃₇N₂O⁽¹⁺⁾; triethylamine; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; chloroform; toluene; acetonitrile; 3.1: Sonogashira coupling;
DOI:10.1021/ol202939g