Cyclohexaneacetic acid, α-[(2-pyrazinylcarbonyl)aMino]-, Methyl ester, (αS)-

Base Information

• Chemical Name: Cyclohexaneacetic acid, α-[(2-pyrazinylcarbonyl)aMino]-, Methyl ester, (αS)-
• CAS No.: 848777-29-7
• Molecular Formula: C14H19N3O3
• Molecular Weight: 277.323
• Mol file: 848777-29-7.mol

Synonyms:(S)-methyl 2-cyclohexyl-2-(pyrazine-2-carboxamido)acetate;CYC110;Cyclohexaneacetic acid,|A-[(2-pyrazinylcarbonyl)amino]-,methyl ester,(|AS);

Chemical Property of Cyclohexaneacetic acid, α-[(2-pyrazinylcarbonyl)aMino]-, Methyl ester, (αS)-

Chemical Property:

• PSA: 84.67000
• LogP: 1.90310

Purity/Quality:

NLT 98% ^*data from raw suppliers

Cyclohexaneaceticacid,α-[(2-pyrazinylcarbonyl)amino]-,methylester,(αS)- ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of Cyclohexaneacetic acid, α-[(2-pyrazinylcarbonyl)aMino]-, Methyl ester, (αS)-

There total 3 articles about Cyclohexaneacetic acid, α-[(2-pyrazinylcarbonyl)aMino]-, Methyl ester, (αS)- 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: 96.0%

2-pyrazylcarboxylic acid (98-97-5) + (S)-amino(cyclohexyl)acetic acid methyl ester (145618-11-7) → (S)-methyl 2-cyclohexyl-2-(pyrazine-2-carboxamido)acetate (848777-29-7)

Guidance literature:

With (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; triethylamine; In dichloromethane; at 20 ℃; for 48h; Inert atmosphere;

DOI:10.1039/c0cc02823a

Reference yield: 79.0%

2-pyrazylcarboxylic acid (98-97-5) + methyl (2S)-amino(cyclohexyl)ethanoate hydrochloride (14328-63-3,14328-64-4) → (S)-methyl 2-cyclohexyl-2-(pyrazine-2-carboxamido)acetate (848777-29-7)

Guidance literature:

2-pyrazylcarboxylic acid; With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In dichloromethane; at 0 ℃; for 0.5h;

methyl (2S)-amino(cyclohexyl)ethanoate hydrochloride; With N-ethyl-N,N-diisopropylamine; In dichloromethane; for 7h;

DOI:10.1016/j.cclet.2021.09.102

Reference yield:

pyrazinecarboxylic acid (1163141-15-8) + methyl (2S)-amino(cyclohexyl)ethanoate hydrochloride (14328-63-3,14328-64-4) → (S)-methyl 2-cyclohexyl-2-(pyrazine-2-carboxamido)acetate (848777-29-7)

Guidance literature:

With 4-methyl-morpholine; HATU; In dichloromethane; N,N-dimethyl-formamide; at 0 - 20 ℃; for 20h;

upstream raw materials:

2-pyrazylcarboxylic acid

methyl (2S)-amino(cyclohexyl)ethanoate hydrochloride

pyrazinecarboxylic acid

(S)-amino(cyclohexyl)acetic acid methyl ester

Downstream raw materials:

C₃₈H₅₇N₇O₇

(S)-methyl 2-((S)-2-cyclohexyl-2-(pyrazine-2-carboxamido)acetamido)-3,3-dimethylbutanoate

(S)-2-((S)-2-cyclohexyl-2-(pyrazine-2-carboxamido)acetamido)-3,3-dimethylbutanoic acid

(1S,3aR,6aS)-2-((S)-2-((S)-2-cyclohexyl-2-(pyrazine-2-carboxamido)acetamido)-3,3-dimethylbutanoyl)-N-((S)-1-(cyclopropylamino)-1,2-dioxohexan-3-yl)octahydrocyclopenta[c]pyrrole-1-carboxamide

Refernces

• 1、 -. "A PROCESS FOR THE PREPARATION OF SUBSTITUTED PROLYL PEPTIDES AND SIMILAR PEPTIDOMIMETICS". Page/Page column 42; 43. . Retrieved 2011/09/21.
• 2、 Znabet, Anass,Polak, Marloes M.,Janssen, Elwin,De Kanter, Frans J. J.,Turner, Nicholas J.,Orru, Romano V. A.,Ruijter, Eelco. "A highly efficient synthesis of telaprevir by strategic use of biocatalysis and multicomponent reactions". supporting information; experimental part. p. 7918 - 7920. Retrieved 2010/12/19.