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

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Chemical Name:tert-butyl (3S,4S)-3-[6-(benzyl-tert-butoxycarbonyl-amino)-4-methyl-pyridin-2-ylmethyl]-4-(2-oxo-ethoxy)-pyrrolidine-1-carboxylate
CAS No.:1018910-08-1
Molecular Formula:C₃₀H₄₁N₃O₆
Molecular Weight:539.672
Hs Code.:

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

There total 7 articles about tert-butyl (3S,4S)-3-[6-(benzyl-tert-butoxycarbonyl-amino)-4-methyl-pyridin-2-ylmethyl]-4-(2-oxo-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: 81.0%

: 1018910-07-0
tert-butyl (3S,4S)-3-allyloxy-4-[6-(benzyl-tert-butoxycarbonyl-amino)-4-methyl-pyridin-2-ylmethyl]-pyrrolidine-1-carboxylate

: 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

Guidance literature:: tert-butyl (3S,4S)-3-allyloxy-4-[6-(benzyl-tert-butoxycarbonyl-amino)-4-methyl-pyridin-2-ylmethyl]-pyrrolidine-1-carboxylate; With ozone; at -78 ℃; Inert atmosphere;

With zinc; at -78 - 20 ℃; for 2h; Inert atmosphere;
DOI:10.1021/ja106175q

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

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

Guidance literature:: Multi-step reaction with 2 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

With sodium hydride; ozone; In dichloromethane; N,N-dimethyl-formamide;

Reference yield:

: (+/-)-cis-tert-butyl 3-acetoxy-4-{{6'-[benzyl(tert-butoxycarbonyl)-amino]-4'-methylpyridin-2'-yl}methyl}pyrrolidine-1-carboxylate

: 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

Guidance literature:: Multi-step reaction with 6 steps

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

1.2: pH 7

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

3.1: methanol; water

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

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

5.2: 3 h / 0 - 20 °C

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

6.2: 0.75 h / -78 - 20 °C

With methanol; dmap; sodium hydroxide; water; sodium hydride; sodium carbonate; ozone; triethylamine; In methanol; dichloromethane; water; N,N-dimethyl-formamide;