[3-(1-azidomethyl-2-phenyl-ethylamino)-2-oxo-2H-pyrazin-1-yl]-acetic acid ethyl ester

Base Information

• Chemical Name: [3-(1-azidomethyl-2-phenyl-ethylamino)-2-oxo-2H-pyrazin-1-yl]-acetic acid ethyl ester
• CAS No.: 450416-15-6
• Molecular Formula: C₁₇H₂₀N₆O₃
• Molecular Weight: 356.384

Synonyms:[3-(1-azidomethyl-2-phenyl-ethylamino)-2-oxo-2H-pyrazin-1-yl]-acetic acid ethyl ester

Chemical Property of [3-(1-azidomethyl-2-phenyl-ethylamino)-2-oxo-2H-pyrazin-1-yl]-acetic acid ethyl ester

Chemical Property:

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Technology Process of [3-(1-azidomethyl-2-phenyl-ethylamino)-2-oxo-2H-pyrazin-1-yl]-acetic acid ethyl ester

There total 3 articles about [3-(1-azidomethyl-2-phenyl-ethylamino)-2-oxo-2H-pyrazin-1-yl]-acetic acid ethyl 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: 73.0%

ethyl 2-[3-bromo-2-oxo-1(2H)-pyrazinyl]acetate (267876-34-6) + ((S)-1-azido-3-phenylpropan-2-amine hydrochloride) → [3-(1-azidomethyl-2-phenyl-ethylamino)-2-oxo-2H-pyrazin-1-yl]-acetic acid ethyl ester (450416-15-6)

Guidance literature:

With triethylamine; In ethanol; at 100 ℃; sealed tube;

DOI:10.1016/S0040-4039(03)00216-8

Reference yield:

(S)-N-tert-butoxycarbonyl-2-amino-3-phenylpropanol (66605-57-0) → [3-(1-azidomethyl-2-phenyl-ethylamino)-2-oxo-2H-pyrazin-1-yl]-acetic acid ethyl ester (450416-15-6)

Guidance literature:

Multi-step reaction with 2 steps

1.1: HN₃; Ph₃P; DEAD

1.2: 86 percent / HCl gas

2.1: 73 percent / Et₃N / ethanol / 100 °C / sealed tube

With tris-(2-chloro-ethyl)-amine; triethylamine; triphenylphosphine; diethylazodicarboxylate; In ethanol; 1.1: Mitsunobu reaction;

DOI:10.1016/S0040-4039(03)00216-8

Reference yield:

(S)-1-azido-3-phenylpropan-2-amine (130406-34-7) + ethyl 2-[3-bromo-2-oxo-1(2H)-pyrazinyl]acetate (267876-34-6) → [3-(1-azidomethyl-2-phenyl-ethylamino)-2-oxo-2H-pyrazin-1-yl]-acetic acid ethyl ester (450416-15-6)

Guidance literature:

With triethylamine; at 110 ℃;

DOI:10.1016/S0960-894X(03)00506-7

upstream raw materials:

(S)-1-azido-3-phenylpropan-2-amine

ethyl 2-[3-bromo-2-oxo-1(2H)-pyrazinyl]acetate

(S)-N-tert-butoxycarbonyl-2-amino-3-phenylpropanol

Downstream raw materials:

((S)-2-{4-[(2-Allyloxy-5-chloro-benzylcarbamoyl)-methyl]-5-chloro-3-oxo-3,4-dihydro-pyrazin-2-ylamino}-3-phenyl-propyl)-carbamic acid allyl ester

{3-[1-(allyloxycarbonylamino-methyl)-2-phenyl-ethylamino]-6-chloro-2-oxo-2H-pyrazin-1-yl}-acetic acid ethyl ester

{3-[1-(allyloxycarbonylamino-methyl)-2-phenyl-ethylamino]-6-chloro-2-oxo-2H-pyrazin-1-yl}-acetic acid

{3-[1-({6-[2-(tert-butoxycarbonylamino-methyl)-4-chloro-phenoxy]-hexylamino}-methyl)-2-phenyl-ethylamino]-6-chloro-2-oxo-2H-pyrazin-1-yl}-acetic acid ethyl ester

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