(2S,5S)-(2-benzyl-6-ethoxy-5-isopropyl-3-oxo-2,3,4,5-tetrahydro-pyrazin-2-yl)-acetic acid

Base Information

Chemical Name:(2S,5S)-(2-benzyl-6-ethoxy-5-isopropyl-3-oxo-2,3,4,5-tetrahydro-pyrazin-2-yl)-acetic acid
CAS No.:908299-14-9
Molecular Formula:C₁₈H₂₄N₂O₄
Molecular Weight:332.4
Hs Code.:

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

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

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

There total 5 articles about (2S,5S)-(2-benzyl-6-ethoxy-5-isopropyl-3-oxo-2,3,4,5-tetrahydro-pyrazin-2-yl)-acetic acid 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%

: 908299-13-8
(2S,5S)-(2,4-dibenzyl-6-ethoxy-5-isopropyl-3-oxo-2,3,4,5-tetrahydro-pyrazin-2-yl)-acetic acid

: 908299-14-9
(2S,5S)-(2-benzyl-6-ethoxy-5-isopropyl-3-oxo-2,3,4,5-tetrahydro-pyrazin-2-yl)-acetic acid

Guidance literature:: With ammonia; lithium; In tetrahydrofuran; tert-butyl alcohol; at -50 ℃;
DOI:10.1016/j.tetasy.2006.05.021

Reference yield:

: (5S)-(4-benzyl-6-ethoxy-5-isopropyl-3-oxo-2,3,4,5-tetrahydro-pyrazin-2-yl)-acetic acid ethyl ester

: 908299-14-9
(2S,5S)-(2-benzyl-6-ethoxy-5-isopropyl-3-oxo-2,3,4,5-tetrahydro-pyrazin-2-yl)-acetic acid

Guidance literature:: Multi-step reaction with 3 steps

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

1.2: 80 percent / tetrahydrofuran / -78 - 20 °C

2.1: 100 percent / NaOH / ethanol; H₂O / 24 h / 20 °C

3.1: 90 percent / liq. ammonia; Li / tetrahydrofuran; 2-methyl-propan-2-ol / -50 °C

With sodium hydroxide; ammonia; lithium; lithium hexamethyldisilazane; In tetrahydrofuran; ethanol; water; tert-butyl alcohol; 3.1: Birch reaction;
DOI:10.1016/j.tetasy.2006.05.021

Reference yield:

: 908299-12-7
(2S,5S)-(2,4-dibenzyl-6-ethoxy-5-isopropyl-3-oxo-2,3,4,5-tetrahydro-pyrazin-2-yl)-acetic acid ethyl ester

: 908299-14-9
(2S,5S)-(2-benzyl-6-ethoxy-5-isopropyl-3-oxo-2,3,4,5-tetrahydro-pyrazin-2-yl)-acetic acid

Guidance literature:: Multi-step reaction with 2 steps

1: 100 percent / NaOH / ethanol; H₂O / 24 h / 20 °C

2: 90 percent / liq. ammonia; Li / tetrahydrofuran; 2-methyl-propan-2-ol / -50 °C

With sodium hydroxide; ammonia; lithium; In tetrahydrofuran; ethanol; water; tert-butyl alcohol; 2: Birch reaction;
DOI:10.1016/j.tetasy.2006.05.021