tert-butyl (2R,5S)-2-[(R)-{[tert-butyl(dimethyl)silyl]oxy}(1-oxidopyridin-3-yl)methyl]-5-[4-(methoxycarbonyl)benzyl]pyrrolidine-1-carboxylate

Base Information

Chemical Name:tert-butyl (2R,5S)-2-[(R)-{[tert-butyl(dimethyl)silyl]oxy}(1-oxidopyridin-3-yl)methyl]-5-[4-(methoxycarbonyl)benzyl]pyrrolidine-1-carboxylate
CAS No.:1269615-53-3
Molecular Formula:C₃₀H₄₄N₂O₆Si
Molecular Weight:556.775
Hs Code.:

Synonyms:tert-butyl (2R,5S)-2-[(R)-{[tert-butyl(dimethyl)silyl]oxy}(1-oxidopyridin-3-yl)methyl]-5-[4-(methoxycarbonyl)benzyl]pyrrolidine-1-carboxylate

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Chemical Property of tert-butyl (2R,5S)-2-[(R)-{[tert-butyl(dimethyl)silyl]oxy}(1-oxidopyridin-3-yl)methyl]-5-[4-(methoxycarbonyl)benzyl]pyrrolidine-1-carboxylate

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Technology Process of tert-butyl (2R,5S)-2-[(R)-{[tert-butyl(dimethyl)silyl]oxy}(1-oxidopyridin-3-yl)methyl]-5-[4-(methoxycarbonyl)benzyl]pyrrolidine-1-carboxylate

There total 11 articles about tert-butyl (2R,5S)-2-[(R)-{[tert-butyl(dimethyl)silyl]oxy}(1-oxidopyridin-3-yl)methyl]-5-[4-(methoxycarbonyl)benzyl]pyrrolidine-1-carboxylate 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: 100.0%

: 1269429-18-6
(2R,5S)-tert-butyl-2-((R)-((tert-butyldimethylsilyl)oxy)(pyridin-3-yl)methyl)-5-(4-(methoxycarbonyl)benzyl)pyrrolidine-1-carboxylate

: 1269615-53-3
tert-butyl (2R,5S)-2-[(R)-{[tert-butyl(dimethyl)silyl]oxy}(1-oxidopyridin-3-yl)methyl]-5-[4-(methoxycarbonyl)benzyl]pyrrolidine-1-carboxylate

Guidance literature:: With 3-chloro-benzenecarboperoxoic acid; In dichloromethane; at 0 - 20 ℃; for 2h;

Reference yield:

: 1190614-96-0
(S)-4-benzyl-3-((R)-2-((S)-(6-chloropyridin-3-yl)(hydroxy)methyl)hex-5-ynoyl)oxazolidin-2-one

: 1269615-53-3
tert-butyl (2R,5S)-2-[(R)-{[tert-butyl(dimethyl)silyl]oxy}(1-oxidopyridin-3-yl)methyl]-5-[4-(methoxycarbonyl)benzyl]pyrrolidine-1-carboxylate

Guidance literature:: Multi-step reaction with 10 steps

1.1: 2,6-dimethylpyridine / dichloromethane / 16 h / 0 - 3 °C / Inert atmosphere

2.1: sodium hydroxide; water; dihydrogen peroxide / tetrahydrofuran / 18 h / 0 - 5 °C / Inert atmosphere

2.2: 0 °C / pH 3

3.1: triethylamine; diphenyl phosphoryl azide / toluene / 6 h / 20 °C / Inert atmosphere

3.2: 16 h / 100 °C

4.1: triethylamine / tetrakis(triphenylphosphine) palladium⁽⁰⁾; copper(l) iodide / N,N-dimethyl-formamide / 20 °C / Inert atmosphere

5.1: triethylamine / dichloromethane / 3 h

6.1: platinum(II) chloride / toluene / 80 °C / Inert atmosphere

7.1: sodium tris(acetoxy)borohydride / dichloromethane / 0 - 20 °C / Molecular sieve

8.1: N-ethyl-N,N-diisopropylamine / dichloromethane / 5 h / 20 °C

9.1: hydrogen; potassium acetate / palladium 10% on activated carbon / ethanol / 14 h / 50 °C / 2585.81 Torr

10.1: 3-chloro-benzenecarboperoxoic acid / dichloromethane / 2 h / 0 - 20 °C

With 2,6-dimethylpyridine; diphenyl phosphoryl azide; water; hydrogen; dihydrogen peroxide; potassium acetate; sodium tris(acetoxy)borohydride; triethylamine; N-ethyl-N,N-diisopropylamine; 3-chloro-benzenecarboperoxoic acid; sodium hydroxide; copper(l) iodide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; palladium 10% on activated carbon; platinum(II) chloride; In tetrahydrofuran; ethanol; dichloromethane; N,N-dimethyl-formamide; toluene;

Reference yield:

: C₂₅H₂₉ClN₂O₄Si

: 1269615-53-3
tert-butyl (2R,5S)-2-[(R)-{[tert-butyl(dimethyl)silyl]oxy}(1-oxidopyridin-3-yl)methyl]-5-[4-(methoxycarbonyl)benzyl]pyrrolidine-1-carboxylate

Guidance literature:: Multi-step reaction with 11 steps

1.1: trifluoroacetic acid; methanol / 5 h / 20 °C / Inert atmosphere

2.1: 2,6-dimethylpyridine / dichloromethane / 16 h / 0 - 3 °C / Inert atmosphere

3.1: sodium hydroxide; water; dihydrogen peroxide / tetrahydrofuran / 18 h / 0 - 5 °C / Inert atmosphere

3.2: 0 °C / pH 3

4.1: triethylamine; diphenyl phosphoryl azide / toluene / 6 h / 20 °C / Inert atmosphere

4.2: 16 h / 100 °C

5.1: triethylamine / tetrakis(triphenylphosphine) palladium⁽⁰⁾; copper(l) iodide / N,N-dimethyl-formamide / 20 °C / Inert atmosphere

6.1: triethylamine / dichloromethane / 3 h

7.1: platinum(II) chloride / toluene / 80 °C / Inert atmosphere

8.1: sodium tris(acetoxy)borohydride / dichloromethane / 0 - 20 °C / Molecular sieve

9.1: N-ethyl-N,N-diisopropylamine / dichloromethane / 5 h / 20 °C

10.1: hydrogen; potassium acetate / palladium 10% on activated carbon / ethanol / 14 h / 50 °C / 2585.81 Torr

11.1: 3-chloro-benzenecarboperoxoic acid / dichloromethane / 2 h / 0 - 20 °C

With 2,6-dimethylpyridine; methanol; diphenyl phosphoryl azide; water; hydrogen; dihydrogen peroxide; potassium acetate; sodium tris(acetoxy)borohydride; triethylamine; N-ethyl-N,N-diisopropylamine; 3-chloro-benzenecarboperoxoic acid; trifluoroacetic acid; sodium hydroxide; copper(l) iodide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; palladium 10% on activated carbon; platinum(II) chloride; In tetrahydrofuran; ethanol; dichloromethane; N,N-dimethyl-formamide; toluene;