methyl 2-[(4-{(2S)-2-[(tert-butoxycarbonyl)amino]propyl}phenoxy)methyl]benzoate

Base Information

Chemical Name:methyl 2-[(4-{(2S)-2-[(tert-butoxycarbonyl)amino]propyl}phenoxy)methyl]benzoate
CAS No.:293305-80-3
Molecular Formula:C₂₃H₂₉NO₅
Molecular Weight:399.487
Hs Code.:

Synonyms:methyl 2-[(4-{(2S)-2-[(tert-butoxycarbonyl)amino]propyl}phenoxy)methyl]benzoate

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Chemical Property of methyl 2-[(4-{(2S)-2-[(tert-butoxycarbonyl)amino]propyl}phenoxy)methyl]benzoate

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Technology Process of methyl 2-[(4-{(2S)-2-[(tert-butoxycarbonyl)amino]propyl}phenoxy)methyl]benzoate

There total 10 articles about methyl 2-[(4-{(2S)-2-[(tert-butoxycarbonyl)amino]propyl}phenoxy)methyl]benzoate 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: 92.0%

: 293305-79-0
methyl 2-[(4-{(2R)-2-[(tert-butoxycarbonyl)amino]-3-iodopropyl}phenoxy)methyl]benzoate

: 293305-80-3
methyl 2-[(4-{(2S)-2-[(tert-butoxycarbonyl)amino]propyl}phenoxy)methyl]benzoate

Guidance literature:: With sodium tri-sec-butylborohydride; In tetrahydrofuran; at 5 ℃; for 1.5h;
DOI:10.1021/jo000242h

Reference yield:

: 2417-73-4
methyl 2-bromomethylbenzoate

: 293305-80-3
methyl 2-[(4-{(2S)-2-[(tert-butoxycarbonyl)amino]propyl}phenoxy)methyl]benzoate

Guidance literature:: Multi-step reaction with 3 steps

1: 78 percent / potassium carbonate; potassium iodide / acetone; acetonitrile / 14 h / Heating

2: 89 percent / iodine; triphenylphosphine polymer supported; imidazole / CH₂Cl₂ / 2 h / Heating

3: 92 percent / N-Selectride / tetrahydrofuran / 1.5 h / 5 °C

With 1H-imidazole; triphenylphosphine polymer supported; iodine; sodium tri-sec-butylborohydride; potassium carbonate; potassium iodide; In tetrahydrofuran; dichloromethane; acetone; acetonitrile; 1: Substitution / 2: Substitution / 3: Reduction;
DOI:10.1021/jo000242h

Reference yield:

: 24424-99-5
di-tert-butyl dicarbonate

: 293305-80-3
methyl 2-[(4-{(2S)-2-[(tert-butoxycarbonyl)amino]propyl}phenoxy)methyl]benzoate

Guidance literature:: Multi-step reaction with 6 steps

1: 95 percent / triethylamine; pyridine / CHCl₃; tetrahydrofuran / 10 - 20 °C

2: lithium hydroxide / methanol; H₂O / 20 °C

3: lithium borohydride; trimethylsilyl chloride / tetrahydrofuran

4: 78 percent / potassium carbonate; potassium iodide / acetone; acetonitrile / 14 h / Heating

5: 89 percent / iodine; triphenylphosphine polymer supported; imidazole / CH₂Cl₂ / 2 h / Heating

6: 92 percent / N-Selectride / tetrahydrofuran / 1.5 h / 5 °C

With pyridine; 1H-imidazole; lithium hydroxide; lithium borohydride; chloro-trimethyl-silane; triphenylphosphine polymer supported; iodine; sodium tri-sec-butylborohydride; potassium carbonate; triethylamine; potassium iodide; In tetrahydrofuran; methanol; dichloromethane; chloroform; water; acetone; acetonitrile; 1: Substitution / 2: Hydrolysis / 3: Reduction / 4: Substitution / 5: Substitution / 6: Reduction;
DOI:10.1021/jo000242h