2-tert-butoxycarbonylamino-4-methyl-pentanoic acid 3-(3-hydroxy-prop-1-ynyl)-2-{4-phenyl-3-[(toluene-4-sulfonylamino)-methyl]-but-3-en-1-ynyl}-benzyl ester

Base Information

• Chemical Name: 2-tert-butoxycarbonylamino-4-methyl-pentanoic acid 3-(3-hydroxy-prop-1-ynyl)-2-{4-phenyl-3-[(toluene-4-sulfonylamino)-methyl]-but-3-en-1-ynyl}-benzyl ester
• CAS No.: 1421947-71-8
• Molecular Formula: C₃₉H₄₄N₂O₇S
• Molecular Weight: 684.854
• Mol file: 1421947-71-8.mol

Synonyms:2-tert-butoxycarbonylamino-4-methyl-pentanoic acid 3-(3-hydroxy-prop-1-ynyl)-2-{4-phenyl-3-[(toluene-4-sulfonylamino)-methyl]-but-3-en-1-ynyl}-benzyl ester

Chemical Property of 2-tert-butoxycarbonylamino-4-methyl-pentanoic acid 3-(3-hydroxy-prop-1-ynyl)-2-{4-phenyl-3-[(toluene-4-sulfonylamino)-methyl]-but-3-en-1-ynyl}-benzyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2-tert-butoxycarbonylamino-4-methyl-pentanoic acid 3-(3-hydroxy-prop-1-ynyl)-2-{4-phenyl-3-[(toluene-4-sulfonylamino)-methyl]-but-3-en-1-ynyl}-benzyl ester

There total 14 articles about 2-tert-butoxycarbonylamino-4-methyl-pentanoic acid 3-(3-hydroxy-prop-1-ynyl)-2-{4-phenyl-3-[(toluene-4-sulfonylamino)-methyl]-but-3-en-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: 66.0%

C44H52N2O8S (1421947-67-2) → 2-tert-butoxycarbonylamino-4-methyl-pentanoic acid 3-(3-hydroxy-prop-1-ynyl)-2-{4-phenyl-3-[(toluene-4-sulfonylamino)-methyl]-but-3-en-1-ynyl}-benzyl ester (1421947-71-8)

Guidance literature:

With pyridinium p-toluenesulfonate; In ethanol; at 20 ℃; for 6h; Inert atmosphere;

DOI:10.1016/j.tet.2012.12.064

Reference yield:

C9H8IN3 (1421947-63-8) → 2-tert-butoxycarbonylamino-4-methyl-pentanoic acid 3-(3-hydroxy-prop-1-ynyl)-2-{4-phenyl-3-[(toluene-4-sulfonylamino)-methyl]-but-3-en-1-ynyl}-benzyl ester (1421947-71-8)

Guidance literature:

Multi-step reaction with 4 steps

1: triphenylphosphine; water / tetrahydrofuran / 6 h / 20 °C / Inert atmosphere

2: triethylamine / dichloromethane / 0 - 20 °C / Inert atmosphere

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

4: pyridinium p-toluenesulfonate / ethanol / 6 h / 20 °C / Inert atmosphere

With copper(l) iodide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; water; pyridinium p-toluenesulfonate; triethylamine; triphenylphosphine; In tetrahydrofuran; ethanol; dichloromethane; 3: |Sonogashira Cross-Coupling;

DOI:10.1016/j.tet.2012.12.064

Reference yield:

C9H10IN (1421947-64-9) → 2-tert-butoxycarbonylamino-4-methyl-pentanoic acid 3-(3-hydroxy-prop-1-ynyl)-2-{4-phenyl-3-[(toluene-4-sulfonylamino)-methyl]-but-3-en-1-ynyl}-benzyl ester (1421947-71-8)

Guidance literature:

Multi-step reaction with 3 steps

1: triethylamine / dichloromethane / 0 - 20 °C / Inert atmosphere

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

3: pyridinium p-toluenesulfonate / ethanol / 6 h / 20 °C / Inert atmosphere

With copper(l) iodide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; pyridinium p-toluenesulfonate; triethylamine; In tetrahydrofuran; ethanol; dichloromethane; 2: |Sonogashira Cross-Coupling;

DOI:10.1016/j.tet.2012.12.064

upstream raw materials:

C₉H₈IN₃

C₉H₁₀IN

C₄₄H₅₂N₂O₈S

N-(2-iodo-3-phenyl-allyl)-4-methyl-benzenesulfonamide

Downstream raw materials:

C₃₉H₄₂N₂O₆S