(2R,5S)-(6-ethoxy-5-isopropyl-2-methyl-3-oxo-2,3,4,5-tetrahydro-pyrazin-2-yl)-acetic acid pentafluorophenyl ester

Base Information

Chemical Name:(2R,5S)-(6-ethoxy-5-isopropyl-2-methyl-3-oxo-2,3,4,5-tetrahydro-pyrazin-2-yl)-acetic acid pentafluorophenyl ester
CAS No.:908299-17-2
Molecular Formula:C₁₈H₁₉F₅N₂O₄
Molecular Weight:422.352
Hs Code.:

Synonyms:(2R,5S)-(6-ethoxy-5-isopropyl-2-methyl-3-oxo-2,3,4,5-tetrahydro-pyrazin-2-yl)-acetic acid pentafluorophenyl ester

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Chemical Property of (2R,5S)-(6-ethoxy-5-isopropyl-2-methyl-3-oxo-2,3,4,5-tetrahydro-pyrazin-2-yl)-acetic acid pentafluorophenyl ester

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Technology Process of (2R,5S)-(6-ethoxy-5-isopropyl-2-methyl-3-oxo-2,3,4,5-tetrahydro-pyrazin-2-yl)-acetic acid pentafluorophenyl ester

There total 3 articles about (2R,5S)-(6-ethoxy-5-isopropyl-2-methyl-3-oxo-2,3,4,5-tetrahydro-pyrazin-2-yl)-acetic acid pentafluorophenyl 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: 90.0%

: 908298-93-1
(2R,5S)-(6-ethoxy-5-isopropyl-2-methyl-3-oxo-2,3,4,5-tetrahydro-pyrazin-2-yl)-acetic acid

: 14533-84-7
pentafluorophenyl trifloroacetate

: 908299-17-2
(2R,5S)-(6-ethoxy-5-isopropyl-2-methyl-3-oxo-2,3,4,5-tetrahydro-pyrazin-2-yl)-acetic acid pentafluorophenyl ester

Guidance literature:: With pyridine; In dichloromethane; at 0 - 20 ℃; for 6h;
DOI:10.1016/j.tetasy.2006.05.021

Reference yield:

: (5S)-4-benzyl-6-ethoxy-5-isopropyl-2-methyl-3-oxo-2,3,4,5-tetrahydro-pyrazine

: 908299-17-2
(2R,5S)-(6-ethoxy-5-isopropyl-2-methyl-3-oxo-2,3,4,5-tetrahydro-pyrazin-2-yl)-acetic acid pentafluorophenyl ester

Guidance literature:: Multi-step reaction with 3 steps

1.1: LHMDS / tetrahydrofuran / 1 h / -78 °C

1.2: 88 percent / tetrahydrofuran / 3 h / -78 °C

2.1: 84 percent / liq. ammonia; Li / tetrahydrofuran; 2-methyl-propan-2-ol / -50 °C

3.1: 90 percent / pyridine / CH₂Cl₂ / 6 h / 0 - 20 °C

With pyridine; ammonia; lithium; lithium hexamethyldisilazane; In tetrahydrofuran; dichloromethane; tert-butyl alcohol; 2.1: Birch reaction;
DOI:10.1016/j.tetasy.2006.05.021

Reference yield:

: 908298-92-0
(2R,5S)-(4-benzyl-6-ethoxy-5-isopropyl-2-methyl-3-oxo-2,3,4,5-tetrahydro-pyrazin-2-yl)-acetic acid benzyl ester

: 908299-17-2
(2R,5S)-(6-ethoxy-5-isopropyl-2-methyl-3-oxo-2,3,4,5-tetrahydro-pyrazin-2-yl)-acetic acid pentafluorophenyl ester

Guidance literature:: Multi-step reaction with 2 steps

1: 84 percent / liq. ammonia; Li / tetrahydrofuran; 2-methyl-propan-2-ol / -50 °C

2: 90 percent / pyridine / CH₂Cl₂ / 6 h / 0 - 20 °C

With pyridine; ammonia; lithium; In tetrahydrofuran; dichloromethane; tert-butyl alcohol; 1: Birch reaction;
DOI:10.1016/j.tetasy.2006.05.021