ethyl (2S,3R)-N-tert-butoxycarbonyl-3-(p-trifluoromethylphenyl)prolinate

Base Information

Chemical Name:ethyl (2S,3R)-N-tert-butoxycarbonyl-3-(p-trifluoromethylphenyl)prolinate
CAS No.:700367-05-1
Molecular Formula:C₁₉H₂₄F₃NO₄
Molecular Weight:387.399
Hs Code.:

Synonyms:ethyl (2S,3R)-N-tert-butoxycarbonyl-3-(p-trifluoromethylphenyl)prolinate

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Chemical Property of ethyl (2S,3R)-N-tert-butoxycarbonyl-3-(p-trifluoromethylphenyl)prolinate

Chemical Property:

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Technology Process of ethyl (2S,3R)-N-tert-butoxycarbonyl-3-(p-trifluoromethylphenyl)prolinate

There total 5 articles about ethyl (2S,3R)-N-tert-butoxycarbonyl-3-(p-trifluoromethylphenyl)prolinate 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:

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

: 528607-37-6
(2S,3R)-3-(4-Trifluoromethyl-phenyl)-pyrrolidine-2-carboxylic acid ethyl ester

: 700367-05-1
ethyl (2S,3R)-N-tert-butoxycarbonyl-3-(p-trifluoromethylphenyl)prolinate

Guidance literature:: With triethylamine; In acetonitrile; at 20 ℃; for 5h;
DOI:10.1021/jo0495438

Reference yield:

: 291763-97-8
(2S,3R)-3-(p-trifluoromethylphenyl)pyroglutamic acid

: 700367-05-1
ethyl (2S,3R)-N-tert-butoxycarbonyl-3-(p-trifluoromethylphenyl)prolinate

Guidance literature:: Multi-step reaction with 5 steps

1: SOCl₂ / 20 °C

2: DMAP / acetonitrile / 20 °C

3: lithium triethylborohydride / tetrahydrofuran / 0.5 h / -78 °C

4: triethylsilane; boron trifluoride etherate / CH₂Cl₂ / 1 h / -78 - 20 °C

5: triethylamine / acetonitrile / 5 h / 20 °C

With triethylsilane; dmap; thionyl chloride; boron trifluoride diethyl etherate; lithium triethylborohydride; triethylamine; In tetrahydrofuran; dichloromethane; acetonitrile;
DOI:10.1021/jo0495438

Reference yield:

: (2S,3R)-5-Oxo-3-(4-trifluoromethyl-phenyl)-pyrrolidine-2-carboxylic acid ethyl ester

: 700367-05-1
ethyl (2S,3R)-N-tert-butoxycarbonyl-3-(p-trifluoromethylphenyl)prolinate

Guidance literature:: Multi-step reaction with 4 steps

1: DMAP / acetonitrile / 20 °C

2: lithium triethylborohydride / tetrahydrofuran / 0.5 h / -78 °C

3: triethylsilane; boron trifluoride etherate / CH₂Cl₂ / 1 h / -78 - 20 °C

4: triethylamine / acetonitrile / 5 h / 20 °C

With triethylsilane; dmap; boron trifluoride diethyl etherate; lithium triethylborohydride; triethylamine; In tetrahydrofuran; dichloromethane; acetonitrile;
DOI:10.1021/jo0495438