pyrrolidine-1,2-dicarboxylic acid 1-tert-butyl ester 2-{3-[3-(tetrahydro-pyran-2-yloxy)-prop-1-ynyl]-2-trimethylsilanylethynyl-benzyl} ester

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Chemical Name:pyrrolidine-1,2-dicarboxylic acid 1-tert-butyl ester 2-{3-[3-(tetrahydro-pyran-2-yloxy)-prop-1-ynyl]-2-trimethylsilanylethynyl-benzyl} ester
CAS No.:1429319-91-4
Molecular Formula:C₃₀H₄₁NO₆Si
Molecular Weight:539.744
Hs Code.:

Synonyms:pyrrolidine-1,2-dicarboxylic acid 1-tert-butyl ester 2-{3-[3-(tetrahydro-pyran-2-yloxy)-prop-1-ynyl]-2-trimethylsilanylethynyl-benzyl} ester

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Chemical Property of pyrrolidine-1,2-dicarboxylic acid 1-tert-butyl ester 2-{3-[3-(tetrahydro-pyran-2-yloxy)-prop-1-ynyl]-2-trimethylsilanylethynyl-benzyl} ester

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Technology Process of pyrrolidine-1,2-dicarboxylic acid 1-tert-butyl ester 2-{3-[3-(tetrahydro-pyran-2-yloxy)-prop-1-ynyl]-2-trimethylsilanylethynyl-benzyl} ester

There total 4 articles about pyrrolidine-1,2-dicarboxylic acid 1-tert-butyl ester 2-{3-[3-(tetrahydro-pyran-2-yloxy)-prop-1-ynyl]-2-trimethylsilanylethynyl-benzyl} ester 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: 58.0%

: 1429319-89-0
pyrrolidine-1,2-dicarboxylic acid 1-tert-butyl ester 2-{2-iodo-3-[3-(tetrahydro-pyran-2-yloxy)-prop-1-ynyl]-benzyl} ester

: 1066-54-2
trimethylsilylacetylene

: 1429319-91-4
pyrrolidine-1,2-dicarboxylic acid 1-tert-butyl ester 2-{3-[3-(tetrahydro-pyran-2-yloxy)-prop-1-ynyl]-2-trimethylsilanylethynyl-benzyl} ester

Guidance literature:: With copper(l) iodide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; triethylamine; at 20 ℃; for 16h; Inert atmosphere;
DOI:10.1016/j.tet.2012.12.064

Reference yield:

: 1608-48-6
3-Methyl-1,2-diiodobenzene

: 1429319-91-4
pyrrolidine-1,2-dicarboxylic acid 1-tert-butyl ester 2-{3-[3-(tetrahydro-pyran-2-yloxy)-prop-1-ynyl]-2-trimethylsilanylethynyl-benzyl} ester

Guidance literature:: Multi-step reaction with 4 steps

1: N-Bromosuccinimide; dibenzoyl peroxide / tetrachloromethane / 4 h / Inert atmosphere; Reflux

2: potassium carbonate / acetone / 0.5 h / Inert atmosphere; Reflux

3: triethylamine; tetrakis(triphenylphosphine) palladium⁽⁰⁾; copper(l) iodide / 0.5 h / 20 °C / Inert atmosphere

4: triethylamine; tetrakis(triphenylphosphine) palladium⁽⁰⁾; copper(l) iodide / 16 h / 20 °C / Inert atmosphere

With N-Bromosuccinimide; copper(l) iodide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; potassium carbonate; triethylamine; dibenzoyl peroxide; In tetrachloromethane; acetone; 3: |Sonogashira Cross-Coupling / 4: |Sonogashira Cross-Coupling;
DOI:10.1016/j.tet.2012.12.064

Reference yield:

: 1421947-17-2
1-bromomethyl-2,3-diiodobenzene

: 1429319-91-4
pyrrolidine-1,2-dicarboxylic acid 1-tert-butyl ester 2-{3-[3-(tetrahydro-pyran-2-yloxy)-prop-1-ynyl]-2-trimethylsilanylethynyl-benzyl} ester

Guidance literature:: Multi-step reaction with 3 steps

1: potassium carbonate / acetone / 0.5 h / Inert atmosphere; Reflux

2: triethylamine; tetrakis(triphenylphosphine) palladium⁽⁰⁾; copper(l) iodide / 0.5 h / 20 °C / Inert atmosphere

3: triethylamine; tetrakis(triphenylphosphine) palladium⁽⁰⁾; copper(l) iodide / 16 h / 20 °C / Inert atmosphere

With copper(l) iodide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; potassium carbonate; triethylamine; In acetone; 2: |Sonogashira Cross-Coupling / 3: |Sonogashira Cross-Coupling;
DOI:10.1016/j.tet.2012.12.064