(3S)-N-[4-({(2S,5R)-5-[(R)-hydroxy(phenyl)methyl]pyrrolidin-2-yl}methyl)phenyl]-5-oxo-1,2,3,5-tetrahydroindolizine-3-carboxamide

Base Information

Chemical Name:(3S)-N-[4-({(2S,5R)-5-[(R)-hydroxy(phenyl)methyl]pyrrolidin-2-yl}methyl)phenyl]-5-oxo-1,2,3,5-tetrahydroindolizine-3-carboxamide
CAS No.:1190389-13-9
Molecular Formula:C₂₇H₂₉N₃O₃
Molecular Weight:443.546
Hs Code.:

Synonyms:(3S)-N-[4-({(2S,5R)-5-[(R)-hydroxy(phenyl)methyl]pyrrolidin-2-yl}methyl)phenyl]-5-oxo-1,2,3,5-tetrahydroindolizine-3-carboxamide

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Chemical Property of (3S)-N-[4-({(2S,5R)-5-[(R)-hydroxy(phenyl)methyl]pyrrolidin-2-yl}methyl)phenyl]-5-oxo-1,2,3,5-tetrahydroindolizine-3-carboxamide

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Technology Process of (3S)-N-[4-({(2S,5R)-5-[(R)-hydroxy(phenyl)methyl]pyrrolidin-2-yl}methyl)phenyl]-5-oxo-1,2,3,5-tetrahydroindolizine-3-carboxamide

There total 13 articles about (3S)-N-[4-({(2S,5R)-5-[(R)-hydroxy(phenyl)methyl]pyrrolidin-2-yl}methyl)phenyl]-5-oxo-1,2,3,5-tetrahydroindolizine-3-carboxamide 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: 95.0%

: 1190393-22-6
tert-butyl (2R,5S)-2-[(R)-hydroxy(phenyl)methyl]-5-[4-({[(3S)-5-oxo-1,2,3,5-tetrahydroindolizin-3-yl]carbonyl}amino)benzyl]pyrrolidine-1-carboxylate

: 1190389-13-9
(3S)-N-[4-({(2S,5R)-5-[(R)-hydroxy(phenyl)methyl]pyrrolidin-2-yl}methyl)phenyl]-5-oxo-1,2,3,5-tetrahydroindolizine-3-carboxamide

Guidance literature:: tert-butyl (2R,5S)-2-[(R)-hydroxy(phenyl)methyl]-5-[4-({[(3S)-5-oxo-1,2,3,5-tetrahydroindolizin-3-yl]carbonyl}amino)benzyl]pyrrolidine-1-carboxylate; With hydrogenchloride; In 1,4-dioxane; isopropyl alcohol; for 1h; Inert atmosphere;

With sodium hydrogencarbonate; In chloroform; water;

Reference yield:

: tert-butyl (4S,5R)-4-formyl-2,2-dimethyl-5-phenyloxazolidine-3-carboxylate

: 1190389-13-9
(3S)-N-[4-({(2S,5R)-5-[(R)-hydroxy(phenyl)methyl]pyrrolidin-2-yl}methyl)phenyl]-5-oxo-1,2,3,5-tetrahydroindolizine-3-carboxamide

Guidance literature:: Multi-step reaction with 7 steps

1.1: dichloromethane / 40 h / 20 °C

2.1: hydrogen / palladium 10% on activated carbon / acetone / 24 h / 20 °C

3.1: triethylamine / dichloromethane / 48 h / 20 °C

4.1: hydrogenchloride; water / ethyl acetate / 5 h / 20 - 45 °C

4.2: 7 h / 20 °C

4.3: 20 °C

5.1: hydrogen / palladium 10% on activated carbon / ethanol / 5 h / 20 °C

6.1: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; benzotriazol-1-ol / N,N-dimethyl-formamide / 0.5 h / 20 °C / Inert atmosphere

7.1: hydrogenchloride / isopropyl alcohol; 1,4-dioxane / 1 h / Inert atmosphere

With hydrogenchloride; water; hydrogen; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; palladium 10% on activated carbon; In 1,4-dioxane; ethanol; dichloromethane; ethyl acetate; N,N-dimethyl-formamide; isopropyl alcohol; acetone;

Reference yield:

: 1190391-90-2
tert-butyl (2R,5S)-2-[(R)-hydroxy(phenyl)methyl]-5-(4-nitrobenzyl)pyrrolidine-1-carboxylate

: 1190389-13-9
(3S)-N-[4-({(2S,5R)-5-[(R)-hydroxy(phenyl)methyl]pyrrolidin-2-yl}methyl)phenyl]-5-oxo-1,2,3,5-tetrahydroindolizine-3-carboxamide

Guidance literature:: Multi-step reaction with 3 steps

1: hydrogen / palladium 10% on activated carbon / ethanol / 5 h / 20 °C

2: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; benzotriazol-1-ol / N,N-dimethyl-formamide / 0.5 h / 20 °C / Inert atmosphere

3: hydrogenchloride / isopropyl alcohol; 1,4-dioxane / 1 h / Inert atmosphere

With hydrogenchloride; hydrogen; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; palladium 10% on activated carbon; In 1,4-dioxane; ethanol; N,N-dimethyl-formamide; isopropyl alcohol;