2-(4-(2-(((2-(4-chlorophenyl)-1,3-thiazol-4-yl)methyl)sulfanyl)-3,5-dicyano-6-(pyrrolidin-1-yl)pyridin-4-yl)phenoxy)ethyl N²,N⁶-bis(tert-butoxycarbonyl)-L-lysyl-L-alaninate

Base Information

• Chemical Name: 2-(4-(2-(((2-(4-chlorophenyl)-1,3-thiazol-4-yl)methyl)sulfanyl)-3,5-dicyano-6-(pyrrolidin-1-yl)pyridin-4-yl)phenoxy)ethyl N²,N⁶-bis(tert-butoxycarbonyl)-L-lysyl-L-alaninate
• CAS No.: 1239236-50-0
• Molecular Formula: C₄₈H₅₇ClN₈O₈S₂
• Molecular Weight: 973.614

Synonyms:2-(4-(2-(((2-(4-chlorophenyl)-1,3-thiazol-4-yl)methyl)sulfanyl)-3,5-dicyano-6-(pyrrolidin-1-yl)pyridin-4-yl)phenoxy)ethyl N²,N⁶-bis(tert-butoxycarbonyl)-L-lysyl-L-alaninate

Chemical Property of 2-(4-(2-(((2-(4-chlorophenyl)-1,3-thiazol-4-yl)methyl)sulfanyl)-3,5-dicyano-6-(pyrrolidin-1-yl)pyridin-4-yl)phenoxy)ethyl N²,N⁶-bis(tert-butoxycarbonyl)-L-lysyl-L-alaninate

Chemical Property:

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Useful:

Technology Process of 2-(4-(2-(((2-(4-chlorophenyl)-1,3-thiazol-4-yl)methyl)sulfanyl)-3,5-dicyano-6-(pyrrolidin-1-yl)pyridin-4-yl)phenoxy)ethyl N²,N⁶-bis(tert-butoxycarbonyl)-L-lysyl-L-alaninate

There total 9 articles about 2-(4-(2-(((2-(4-chlorophenyl)-1,3-thiazol-4-yl)methyl)sulfanyl)-3,5-dicyano-6-(pyrrolidin-1-yl)pyridin-4-yl)phenoxy)ethyl N²,N⁶-bis(tert-butoxycarbonyl)-L-lysyl-L-alaninate 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: 44.0%

Boc-Lys(Boc)-OH (2483-46-7) + 2-(4-(2-(((2-(4-chlorophenyl)-1,3-thiazol-4-yl)methyl)sulfanyl)-3,5-dicyano-6-(pyrrolidin-1-yl)pyridin-4-yl)phenoxy)ethyl L-alaninate trifluoroacetate (1239235-17-6) → 2-(4-(2-(((2-(4-chlorophenyl)-1,3-thiazol-4-yl)methyl)sulfanyl)-3,5-dicyano-6-(pyrrolidin-1-yl)pyridin-4-yl)phenoxy)ethyl N2,N6-bis(tert-butoxycarbonyl)-L-lysyl-L-alaninate (1239236-50-0)

Guidance literature:

With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine; In N,N-dimethyl-formamide; at 20 ℃;

DOI:10.1002/cmdc.201700151

Reference yield:

4-chlorothiobenzamide (2521-24-6) → 2-(4-(2-(((2-(4-chlorophenyl)-1,3-thiazol-4-yl)methyl)sulfanyl)-3,5-dicyano-6-(pyrrolidin-1-yl)pyridin-4-yl)phenoxy)ethyl N2,N6-bis(tert-butoxycarbonyl)-L-lysyl-L-alaninate (1239236-50-0)

Guidance literature:

Multi-step reaction with 7 steps

1: isopropyl alcohol / 26 h / 20 - 55 °C

2: tributyl-amine / methanol / 20 h / 20 °C

3: isopentyl nitrite; copper dichloride / acetonitrile / 6 h / 70 °C

4: tetrahydrofuran / 0.5 h / 20 °C

5: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; benzotriazol-1-ol; N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 20 °C

6: dichloromethane / 20 °C

7: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; benzotriazol-1-ol; N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 20 °C

With tributyl-amine; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine; copper dichloride; isopentyl nitrite; In tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl-formamide; isopropyl alcohol; acetonitrile; 2: |Hantzsch Pyridine Synthesis;

DOI:10.1002/cmdc.201700151

Reference yield:

2-[4-(2-hydroxyethoxy)benzylidene]malononitrile (112906-84-0) → 2-(4-(2-(((2-(4-chlorophenyl)-1,3-thiazol-4-yl)methyl)sulfanyl)-3,5-dicyano-6-(pyrrolidin-1-yl)pyridin-4-yl)phenoxy)ethyl N2,N6-bis(tert-butoxycarbonyl)-L-lysyl-L-alaninate (1239236-50-0)

Guidance literature:

Multi-step reaction with 6 steps

1: tributyl-amine / methanol / 20 h / 20 °C

2: isopentyl nitrite; copper dichloride / acetonitrile / 6 h / 70 °C

3: tetrahydrofuran / 0.5 h / 20 °C

4: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; benzotriazol-1-ol; N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 20 °C

5: dichloromethane / 20 °C

6: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; benzotriazol-1-ol; N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 20 °C

With tributyl-amine; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine; copper dichloride; isopentyl nitrite; In tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl-formamide; acetonitrile; 1: |Hantzsch Pyridine Synthesis;

DOI:10.1002/cmdc.201700151

upstream raw materials:

Boc-Lys(Boc)-OH

2-(4-(2-(((2-(4-chlorophenyl)-1,3-thiazol-4-yl)methyl)sulfanyl)-3,5-dicyano-6-(pyrrolidin-1-yl)pyridin-4-yl)phenoxy)ethyl L-alaninate trifluoroacetate

Capadenoson

2-({[2-(4-chlorophenyl)-1,3-thiazol-4-yl]methyl}sulphanyl)-4-[4-(2-hydroxyethoxy)phenyl]-6-(pyrrolidin-1-yl)pyridine-3,5-dicarbonitrile

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