2-tert-butoxycarbonylamino-3-methyl-butyric acid 2-ethynyl-3-[3-(tetrahydro-pyran-2-yloxy)-prop-1-ynyl]-benzyl ester

Base Information

Chemical Name:2-tert-butoxycarbonylamino-3-methyl-butyric acid 2-ethynyl-3-[3-(tetrahydro-pyran-2-yloxy)-prop-1-ynyl]-benzyl ester
CAS No.:1421947-31-0
Molecular Formula:C₂₇H₃₅NO₆
Molecular Weight:469.578
Hs Code.:

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

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

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

There total 5 articles about 2-tert-butoxycarbonylamino-3-methyl-butyric acid 2-ethynyl-3-[3-(tetrahydro-pyran-2-yloxy)-prop-1-ynyl]-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: 70.0%

: 1421947-27-4
2-tert-butoxycarbonylamino-3-methyl-butyric acid 3-[3-(tetrahydro-pyran-2-yloxy)-prop-1-ynyl]-2-trimethylsilanylethynyl-benzyl ester

: 1421947-31-0
2-tert-butoxycarbonylamino-3-methyl-butyric acid 2-ethynyl-3-[3-(tetrahydro-pyran-2-yloxy)-prop-1-ynyl]-benzyl ester

Guidance literature:: With methanol; potassium fluoride; In methanol; at 20 ℃; for 1h; Inert atmosphere;
DOI:10.1016/j.tet.2012.12.064

Reference yield:

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

: 1421947-31-0
2-tert-butoxycarbonylamino-3-methyl-butyric acid 2-ethynyl-3-[3-(tetrahydro-pyran-2-yloxy)-prop-1-ynyl]-benzyl ester

Guidance literature:: Multi-step reaction with 5 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

5: methanol; potassium fluoride / methanol / 1 h / 20 °C / Inert atmosphere

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

Reference yield:

: 1421947-19-4
2-tert-butoxycarbonylamino-3-methyl-butyric acid 2,3-diiodo-benzyl ester

: 1421947-31-0
2-tert-butoxycarbonylamino-3-methyl-butyric acid 2-ethynyl-3-[3-(tetrahydro-pyran-2-yloxy)-prop-1-ynyl]-benzyl ester

Guidance literature:: Multi-step reaction with 3 steps

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

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

3: methanol; potassium fluoride / methanol / 1 h / 20 °C / Inert atmosphere

With methanol; potassium fluoride; copper(l) iodide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; triethylamine; In methanol; 1: |Sonogashira Cross-Coupling / 2: |Sonogashira Cross-Coupling;
DOI:10.1016/j.tet.2012.12.064