tert-butyl (3S,4S)-3-[6-(benzyl-tert-butoxycarbonyl-amino)-4-methyl-pyridin-2-ylmethyl]-4-{2-[2-(3-fluoro-phenyl)-ethylamino]-ethoxy}-pyrrolidine-1-carboxylate

Base Information

Chemical Name:tert-butyl (3S,4S)-3-[6-(benzyl-tert-butoxycarbonyl-amino)-4-methyl-pyridin-2-ylmethyl]-4-{2-[2-(3-fluoro-phenyl)-ethylamino]-ethoxy}-pyrrolidine-1-carboxylate
CAS No.:1018910-09-2
Molecular Formula:C₃₈H₅₁FN₄O₅
Molecular Weight:662.845
Hs Code.:

tert-butyl (3S,4S)-3-[6-(benzyl-tert-butoxycarbonyl-amino)-4-methyl-pyridin-2-ylmethyl]-4-{2-[2-(3-fluoro-phenyl)-ethylamino]-ethoxy}-pyrrolidine-1-carboxylate

Synonyms:tert-butyl (3S,4S)-3-[6-(benzyl-tert-butoxycarbonyl-amino)-4-methyl-pyridin-2-ylmethyl]-4-{2-[2-(3-fluoro-phenyl)-ethylamino]-ethoxy}-pyrrolidine-1-carboxylate

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Chemical Property of tert-butyl (3S,4S)-3-[6-(benzyl-tert-butoxycarbonyl-amino)-4-methyl-pyridin-2-ylmethyl]-4-{2-[2-(3-fluoro-phenyl)-ethylamino]-ethoxy}-pyrrolidine-1-carboxylate

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Technology Process of tert-butyl (3S,4S)-3-[6-(benzyl-tert-butoxycarbonyl-amino)-4-methyl-pyridin-2-ylmethyl]-4-{2-[2-(3-fluoro-phenyl)-ethylamino]-ethoxy}-pyrrolidine-1-carboxylate

There total 8 articles about tert-butyl (3S,4S)-3-[6-(benzyl-tert-butoxycarbonyl-amino)-4-methyl-pyridin-2-ylmethyl]-4-{2-[2-(3-fluoro-phenyl)-ethylamino]-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: 67.0%

: 1018910-08-1
tert-butyl (3S,4S)-3-[6-(benzyl-tert-butoxycarbonyl-amino)-4-methyl-pyridin-2-ylmethyl]-4-(2-oxo-ethoxy)-pyrrolidine-1-carboxylate

: 404-70-6
2-(3-Fluorophenyl)ethylamine

: 1018910-09-2
tert-butyl (3S,4S)-3-[6-(benzyl-tert-butoxycarbonyl-amino)-4-methyl-pyridin-2-ylmethyl]-4-{2-[2-(3-fluoro-phenyl)-ethylamino]-ethoxy}-pyrrolidine-1-carboxylate

Guidance literature:: With sodium tris(acetoxy)borohydride; In 1,2-dichloro-ethane; at 20 ℃; for 14h; Molecular sieve; Inert atmosphere;
DOI:10.1021/jm100947x

Reference yield:

: (+/-)-trans-tert-butyl 3-{{6-[benzyl(tert-butoxycarbonyl)amino]-4-methyl-pyridin-2-yl}methyl}-4-hydroxy-pyrrolidine-1-carboxylate

: 1018910-09-2
tert-butyl (3S,4S)-3-[6-(benzyl-tert-butoxycarbonyl-amino)-4-methyl-pyridin-2-ylmethyl]-4-{2-[2-(3-fluoro-phenyl)-ethylamino]-ethoxy}-pyrrolidine-1-carboxylate

Guidance literature:: Multi-step reaction with 8 steps

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

2.1: methanol; sodium hydroxide; water / 20 °C

2.2: pH 7

3.1: dmap; triethylamine / dichloromethane / 7 h / 0 - 20 °C

4.1: methanol; water

5.1: methanol; water; sodium carbonate / 14 h / 20 °C

6.1: sodium hydride / N,N-dimethyl-formamide / 0.5 h / 0 - 20 °C

6.2: 3 h / 0 - 20 °C

7.1: ozone / dichloromethane / 0.5 h / -78 °C

7.2: 0.75 h / -78 - 20 °C

8.1: sodium tris(acetoxy)borohydride / 1,2-dichloro-ethane / 14 h / 20 °C / Molecular sieves 3 ?

With methanol; dmap; sodium hydroxide; di-isopropyl azodicarboxylate; water; sodium tris(acetoxy)borohydride; sodium hydride; sodium carbonate; ozone; triethylamine; triphenylphosphine; In tetrahydrofuran; methanol; dichloromethane; water; 1,2-dichloro-ethane; N,N-dimethyl-formamide;

Reference yield:

: 1018909-83-5
(3'S,4'S)-tert-butyl 3'-{{6''-[benzyl(tert-butoxycarbonyl)-amino]-4''-methylpyridin-2''-yl}methyl}-4'-hydroxypyrrolidine-1'carboxylate

: 1018910-09-2
tert-butyl (3S,4S)-3-[6-(benzyl-tert-butoxycarbonyl-amino)-4-methyl-pyridin-2-ylmethyl]-4-{2-[2-(3-fluoro-phenyl)-ethylamino]-ethoxy}-pyrrolidine-1-carboxylate

Guidance literature:: Multi-step reaction with 3 steps

1.1: sodium hydride / N,N-dimethyl-formamide / 0.5 h / 0 - 20 °C

1.2: 3 h / 0 - 20 °C

2.1: ozone / dichloromethane / 0.5 h / -78 °C

2.2: 0.75 h / -78 - 20 °C

3.1: sodium tris(acetoxy)borohydride / 1,2-dichloro-ethane / 14 h / 20 °C / Molecular sieves 3 ?

With sodium tris(acetoxy)borohydride; sodium hydride; ozone; In dichloromethane; 1,2-dichloro-ethane; N,N-dimethyl-formamide;