(R)-benzyl 2-((2-amino-6-(methoxycarbonyl)phenyl)ethynyl)-2-methylpyrrolidine-1-carboxylate

Base Information

Chemical Name:(R)-benzyl 2-((2-amino-6-(methoxycarbonyl)phenyl)ethynyl)-2-methylpyrrolidine-1-carboxylate
CAS No.:1446261-52-4
Molecular Formula:C₂₃H₂₄N₂O₄
Molecular Weight:392.455
Hs Code.:

Synonyms:(R)-benzyl 2-((2-amino-6-(methoxycarbonyl)phenyl)ethynyl)-2-methylpyrrolidine-1-carboxylate

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Chemical Property of (R)-benzyl 2-((2-amino-6-(methoxycarbonyl)phenyl)ethynyl)-2-methylpyrrolidine-1-carboxylate

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Technology Process of (R)-benzyl 2-((2-amino-6-(methoxycarbonyl)phenyl)ethynyl)-2-methylpyrrolidine-1-carboxylate

There total 8 articles about (R)-benzyl 2-((2-amino-6-(methoxycarbonyl)phenyl)ethynyl)-2-methylpyrrolidine-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:

: 1446261-69-3
(R)-benzyl 2-ethynyl-2-methylpyrrolidine-1-carboxylate

: 106896-48-4
methyl 2-bromo-3-aminobenzoate

: 1446261-52-4
(R)-benzyl 2-((2-amino-6-(methoxycarbonyl)phenyl)ethynyl)-2-methylpyrrolidine-1-carboxylate

Guidance literature:: With copper(l) iodide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; triethylamine; In toluene; at 100 ℃; for 18h; Inert atmosphere;

Reference yield:

: 344-25-2,25191-13-3,37159-97-0,4305-67-3,4607-28-7
D-Prolin

: 1446261-52-4
(R)-benzyl 2-((2-amino-6-(methoxycarbonyl)phenyl)ethynyl)-2-methylpyrrolidine-1-carboxylate

Guidance literature:: Multi-step reaction with 7 steps

1.1: chloroform / 6 h / Reflux

2.1: diisopropylamine; n-butyllithium / tetrahydrofuran / 1 h / -78 °C / Inert atmosphere

2.2: 1.5 h / -78 °C / Inert atmosphere

3.1: thionyl chloride / methanol / 1 h / 0 °C

4.1: sodium carbonate / tetrahydrofuran / 0 - 20 °C

5.1: diisobutylaluminium hydride / dichloromethane / 2.5 h / -78 °C / Inert atmosphere

6.1: potassium carbonate / methanol / 0 - 20 °C

7.1: triethylamine; copper(l) iodide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; trifluoroacetic acid / toluene / 18 h / 100 °C / Inert atmosphere

With copper(l) iodide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; n-butyllithium; thionyl chloride; diisobutylaluminium hydride; sodium carbonate; potassium carbonate; triethylamine; diisopropylamine; trifluoroacetic acid; In tetrahydrofuran; methanol; dichloromethane; chloroform; toluene;
DOI:10.1021/acs.jmedchem.0c01346

Reference yield:

: 19734-16-8
diethyl (1-diazo-2-oxo-2-phenylethyl)phosphonate

: 1446261-52-4
(R)-benzyl 2-((2-amino-6-(methoxycarbonyl)phenyl)ethynyl)-2-methylpyrrolidine-1-carboxylate

Guidance literature:: Multi-step reaction with 2 steps

1: potassium carbonate / methanol / 0 - 20 °C

2: triethylamine; copper(l) iodide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; trifluoroacetic acid / toluene / 18 h / 100 °C / Inert atmosphere

With copper(l) iodide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; potassium carbonate; triethylamine; trifluoroacetic acid; In methanol; toluene;
DOI:10.1021/acs.jmedchem.0c01346