(3R,4R)-tert-butyl 3-((6-(bis(tert-butoxycarbonyl)amino)-4-methyl-2-pyridyl)methyl)-4-(2-((2,2-difluoro-2-(3-fluorophenyl)ethyl)amino)ethoxy)pyrrolidine-1-carboxylate

Base Information

Chemical Name:(3R,4R)-tert-butyl 3-((6-(bis(tert-butoxycarbonyl)amino)-4-methyl-2-pyridyl)methyl)-4-(2-((2,2-difluoro-2-(3-fluorophenyl)ethyl)amino)ethoxy)pyrrolidine-1-carboxylate
CAS No.:1329998-86-8
Molecular Formula:C₃₆H₅₁F₃N₄O₇
Molecular Weight:708.819
Hs Code.:

(3R,4R)-tert-butyl 3-((6-(bis(tert-butoxycarbonyl)amino)-4-methyl-2-pyridyl)methyl)-4-(2-((2,2-difluoro-2-(3-fluorophenyl)ethyl)amino)ethoxy)pyrrolidine-1-carboxylate

Synonyms:(3R,4R)-tert-butyl 3-((6-(bis(tert-butoxycarbonyl)amino)-4-methyl-2-pyridyl)methyl)-4-(2-((2,2-difluoro-2-(3-fluorophenyl)ethyl)amino)ethoxy)pyrrolidine-1-carboxylate

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Chemical Property of (3R,4R)-tert-butyl 3-((6-(bis(tert-butoxycarbonyl)amino)-4-methyl-2-pyridyl)methyl)-4-(2-((2,2-difluoro-2-(3-fluorophenyl)ethyl)amino)ethoxy)pyrrolidine-1-carboxylate

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Technology Process of (3R,4R)-tert-butyl 3-((6-(bis(tert-butoxycarbonyl)amino)-4-methyl-2-pyridyl)methyl)-4-(2-((2,2-difluoro-2-(3-fluorophenyl)ethyl)amino)ethoxy)pyrrolidine-1-carboxylate

There total 12 articles about (3R,4R)-tert-butyl 3-((6-(bis(tert-butoxycarbonyl)amino)-4-methyl-2-pyridyl)methyl)-4-(2-((2,2-difluoro-2-(3-fluorophenyl)ethyl)amino)ethoxy)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: 91.0%

: 1208004-89-0
2,2-difluoro-2-(3-fluorophenyl)ethanamine hydrochloride

: 1237495-45-2
(3R,4R)-tert-butyl 3-((6-(bis(tert-butoxycarbonyl)amino)-4-methylpyridin-2-yl)methyl)-4-(2-oxoethoxy)pyrrolidine-1-carboxylate

: 1329998-86-8
(3R,4R)-tert-butyl 3-((6-(bis(tert-butoxycarbonyl)amino)-4-methyl-2-pyridyl)methyl)-4-(2-((2,2-difluoro-2-(3-fluorophenyl)ethyl)amino)ethoxy)pyrrolidine-1-carboxylate

Guidance literature:: With sodium tris(acetoxy)borohydride; triethylamine; In dichloromethane; at 20 ℃; for 3h;
DOI:10.1021/jm200411j

Reference yield:

: (±)-trans-tert-butyl 3-{[6-(tert-butoxycarbonylamino)-4-methylpyridin-2-yl]methyl}-4-hydroxypyrrolidine-1-carboxylate

: 1329998-86-8
(3R,4R)-tert-butyl 3-((6-(bis(tert-butoxycarbonyl)amino)-4-methyl-2-pyridyl)methyl)-4-(2-((2,2-difluoro-2-(3-fluorophenyl)ethyl)amino)ethoxy)pyrrolidine-1-carboxylate

Guidance literature:: Multi-step reaction with 9 steps

1: 1H-imidazole / N,N-dimethyl-formamide / 30 h

2: dmap / tetrahydrofuran / 24 h / 20 °C

3: tetrabutyl ammonium fluoride / tetrahydrofuran / 0.25 h / 20 °C

4: di-isopropyl azodicarboxylate; triphenylphosphine / tetrahydrofuran / 0 - 20 °C

5: sodium carbonate / methanol; water / 0.5 h / 35 °C

6: tetrakis(triphenylphosphine) palladium⁽⁰⁾ / tetrahydrofuran / 5 h / 45 °C

7: ozone / dichloromethane / 0.67 h / -78 °C

8: dimethylsulfide / dichloromethane / -78 - 20 °C

9: sodium tris(acetoxy)borohydride; triethylamine / dichloromethane / 3 h / 20 °C

With 1H-imidazole; dmap; tetrakis(triphenylphosphine) palladium⁽⁰⁾; dimethylsulfide; di-isopropyl azodicarboxylate; tetrabutyl ammonium fluoride; sodium tris(acetoxy)borohydride; sodium carbonate; ozone; triethylamine; triphenylphosphine; In tetrahydrofuran; methanol; dichloromethane; water; N,N-dimethyl-formamide; 4: Mitsunobu reaction;
DOI:10.1021/jm200411j

Reference yield:

: 1221064-97-6
(3R,4R)-tert-butyl 3-((6-(bis(tert-butoxycarbonyl)amino)-4-methylpyridin-2-yl)methyl)-4-hydroxypyrrolidine-1-carboxylate

: 1329998-86-8
(3R,4R)-tert-butyl 3-((6-(bis(tert-butoxycarbonyl)amino)-4-methyl-2-pyridyl)methyl)-4-(2-((2,2-difluoro-2-(3-fluorophenyl)ethyl)amino)ethoxy)pyrrolidine-1-carboxylate

Guidance literature:: Multi-step reaction with 4 steps

1: tetrakis(triphenylphosphine) palladium⁽⁰⁾ / tetrahydrofuran / 5 h / 45 °C

2: ozone / dichloromethane / 0.67 h / -78 °C

3: dimethylsulfide / dichloromethane / -78 - 20 °C

4: sodium tris(acetoxy)borohydride; triethylamine / dichloromethane / 3 h / 20 °C

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; dimethylsulfide; sodium tris(acetoxy)borohydride; ozone; triethylamine; In tetrahydrofuran; dichloromethane;
DOI:10.1021/jm200411j