2-tert-butoxycarbonylamino-propionic acid 3-[3-(tetrahydro-pyran-2-yloxy)-prop-1-ynyl]-2-trimethylsilanylethynyl-benzyl ester

Base Information

Chemical Name:2-tert-butoxycarbonylamino-propionic acid 3-[3-(tetrahydro-pyran-2-yloxy)-prop-1-ynyl]-2-trimethylsilanylethynyl-benzyl ester
CAS No.:1421947-26-3
Molecular Formula:C₂₈H₃₉NO₆Si
Molecular Weight:513.706
Hs Code.:

Synonyms:2-tert-butoxycarbonylamino-propionic acid 3-[3-(tetrahydro-pyran-2-yloxy)-prop-1-ynyl]-2-trimethylsilanylethynyl-benzyl ester

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Chemical Property of 2-tert-butoxycarbonylamino-propionic acid 3-[3-(tetrahydro-pyran-2-yloxy)-prop-1-ynyl]-2-trimethylsilanylethynyl-benzyl ester

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Technology Process of 2-tert-butoxycarbonylamino-propionic acid 3-[3-(tetrahydro-pyran-2-yloxy)-prop-1-ynyl]-2-trimethylsilanylethynyl-benzyl ester

There total 4 articles about 2-tert-butoxycarbonylamino-propionic acid 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: 59.0%

: 1421947-22-9
2-tert-butoxycarbonylamino-propionic acid 2-iodo-3-[3-(tetrahydro-pyran-2-yloxy)-prop-1-ynyl]-benzyl ester

: 1066-54-2
trimethylsilylacetylene

: 1421947-26-3
2-tert-butoxycarbonylamino-propionic acid 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

: 1421947-26-3
2-tert-butoxycarbonylamino-propionic acid 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

: 1421947-26-3
2-tert-butoxycarbonylamino-propionic acid 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