((S)-3-Oxo-4-phenethyl-2,3,4,5-tetrahydro-pyrazin-2-yl)-acetic acid tert-butyl ester

Base Information

• Chemical Name: ((S)-3-Oxo-4-phenethyl-2,3,4,5-tetrahydro-pyrazin-2-yl)-acetic acid tert-butyl ester
• CAS No.: 202653-44-9
• Molecular Formula: C₁₈H₂₄N₂O₃
• Molecular Weight: 316.4

Synonyms:((S)-3-Oxo-4-phenethyl-2,3,4,5-tetrahydro-pyrazin-2-yl)-acetic acid tert-butyl ester

Chemical Property of ((S)-3-Oxo-4-phenethyl-2,3,4,5-tetrahydro-pyrazin-2-yl)-acetic acid tert-butyl ester

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Technology Process of ((S)-3-Oxo-4-phenethyl-2,3,4,5-tetrahydro-pyrazin-2-yl)-acetic acid tert-butyl ester

There total 3 articles about ((S)-3-Oxo-4-phenethyl-2,3,4,5-tetrahydro-pyrazin-2-yl)-acetic 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: 46.0%

(S)-3-Benzyloxycarbonylamino-N-(2,2-diethoxy-ethyl)-N-phenethyl-succinamic acid tert-butyl ester (202653-31-4) → ((S)-3-Oxo-4-phenethyl-2,3,4,5-tetrahydro-pyrazin-2-yl)-acetic acid tert-butyl ester (202653-44-9)

Guidance literature:

With toluene-4-sulfonic acid; In toluene; at 80 ℃; for 4h;

DOI:10.1021/jm970235u

Reference yield:

Z-D(tBu)-OH (5545-52-8) → ((S)-3-Oxo-4-phenethyl-2,3,4,5-tetrahydro-pyrazin-2-yl)-acetic acid tert-butyl ester (202653-44-9)

Guidance literature:

Multi-step reaction with 2 steps

1: 78 percent / 1-ethyl-3-<3-(N,N-dimethylamino)propyl>carbodiimide hydrochloride / acetonitrile / 1.5 h / Ambient temperature

2: 46 percent / p-TsOH*H₂O / toluene / 4 h / 80 °C

With toluene-4-sulfonic acid; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In toluene; acetonitrile;

DOI:10.1021/jm970235u

Reference yield:

N-(2-phenylethyl)aminoacetaldehyde diethyl acetal (94508-09-5) → ((S)-3-Oxo-4-phenethyl-2,3,4,5-tetrahydro-pyrazin-2-yl)-acetic acid tert-butyl ester (202653-44-9)

Guidance literature:

Multi-step reaction with 2 steps

1: 78 percent / 1-ethyl-3-<3-(N,N-dimethylamino)propyl>carbodiimide hydrochloride / acetonitrile / 1.5 h / Ambient temperature

2: 46 percent / p-TsOH*H₂O / toluene / 4 h / 80 °C

With toluene-4-sulfonic acid; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In toluene; acetonitrile;

DOI:10.1021/jm970235u

upstream raw materials:

(S)-3-Benzyloxycarbonylamino-N-(2,2-diethoxy-ethyl)-N-phenethyl-succinamic acid tert-butyl ester

Z-D(tBu)-OH

N-(2-phenylethyl)aminoacetaldehyde diethyl acetal

Downstream raw materials:

((S)-3-Oxo-4-phenethyl-piperazin-2-yl)-acetic acid tert-butyl ester

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