[(S)-1-[1-(2-Cyano-ethyl)-1H-tetrazol-5-yl]-4-(2-methoxy-phenyl)-but-3-ynyl]-carbamic acid tert-butyl ester

Base Information

Chemical Name:[(S)-1-[1-(2-Cyano-ethyl)-1H-tetrazol-5-yl]-4-(2-methoxy-phenyl)-but-3-ynyl]-carbamic acid tert-butyl ester
CAS No.:208709-79-9
Molecular Formula:C₂₀H₂₄N₆O₃
Molecular Weight:396.449
Hs Code.:

Synonyms:[(S)-1-[1-(2-Cyano-ethyl)-1H-tetrazol-5-yl]-4-(2-methoxy-phenyl)-but-3-ynyl]-carbamic acid tert-butyl ester

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Chemical Property of [(S)-1-[1-(2-Cyano-ethyl)-1H-tetrazol-5-yl]-4-(2-methoxy-phenyl)-but-3-ynyl]-carbamic acid tert-butyl ester

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Technology Process of [(S)-1-[1-(2-Cyano-ethyl)-1H-tetrazol-5-yl]-4-(2-methoxy-phenyl)-but-3-ynyl]-carbamic acid tert-butyl ester

There total 1 articles about [(S)-1-[1-(2-Cyano-ethyl)-1H-tetrazol-5-yl]-4-(2-methoxy-phenyl)-but-3-ynyl]-carbamic acid tert-butyl 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:

: 208709-78-8
[(S)-1-(2-Cyano-ethylcarbamoyl)-4-(2-methoxy-phenyl)-but-3-ynyl]-carbamic acid tert-butyl ester

: 208709-79-9
[(S)-1-[1-(2-Cyano-ethyl)-1H-tetrazol-5-yl]-4-(2-methoxy-phenyl)-but-3-ynyl]-carbamic acid tert-butyl ester

Guidance literature:: With trimethylsilylazide; di-isopropyl azodicarboxylate; triphenylphosphine; Yield given. Multistep reaction; 1.) MeCN, reflux, 2.) MeCN, RT, 16 h;
DOI:10.1021/jm970787c

Reference yield: 97.0%

: 208709-79-9
[(S)-1-[1-(2-Cyano-ethyl)-1H-tetrazol-5-yl]-4-(2-methoxy-phenyl)-but-3-ynyl]-carbamic acid tert-butyl ester

: 208709-80-2
3-{5-[(S)-1-Amino-4-(2-methoxy-phenyl)-but-3-ynyl]-tetrazol-1-yl}-propionitrile

Guidance literature:: With formic acid; at 40 ℃; for 5h;
DOI:10.1021/jm970787c

Reference yield:

: 208709-79-9
[(S)-1-[1-(2-Cyano-ethyl)-1H-tetrazol-5-yl]-4-(2-methoxy-phenyl)-but-3-ynyl]-carbamic acid tert-butyl ester

: {[(S)-4-(2-Methoxy-phenyl)-1-(1H-tetrazol-5-yl)-but-3-ynylamino]-methyl}-phosphonic acid

Guidance literature:: Multi-step reaction with 5 steps

1: 97 percent / HCO₂H / 5 h / 40 °C

2: ethyl acetate; H₂O / 16 h / Ambient temperature

3: PhOH / toluene; tetrahydrofuran / 1.5 h / 65 °C

4: 73 percent / DBU / CH₂Cl₂ / 2 h

5: 58 percent / aq. NaHCO₃ / acetonitrile / 16 h / 50 °C

With formic acid; sodium hydrogencarbonate; 1,8-diazabicyclo[5.4.0]undec-7-ene; phenol; In tetrahydrofuran; dichloromethane; water; ethyl acetate; toluene; acetonitrile;
DOI:10.1021/jm970787c