2-{4-[2-({[2-(4-chlorophenyl)-1,3-thiazol-4-yl]methyl}sulphanyl)-3,5-dicyano-6-(pyrrolidin-1-yl)pyridin-4-yl]phenoxy}ethyl N-(tert-butoxycarbonyl)-L-alanyl-L-alaninate

Base Information

Chemical Name:2-{4-[2-({[2-(4-chlorophenyl)-1,3-thiazol-4-yl]methyl}sulphanyl)-3,5-dicyano-6-(pyrrolidin-1-yl)pyridin-4-yl]phenoxy}ethyl N-(tert-butoxycarbonyl)-L-alanyl-L-alaninate
CAS No.:1239236-11-3
Molecular Formula:C₄₀H₄₂ClN₇O₆S₂
Molecular Weight:816.402
Hs Code.:

2-{4-[2-({[2-(4-chlorophenyl)-1,3-thiazol-4-yl]methyl}sulphanyl)-3,5-dicyano-6-(pyrrolidin-1-yl)pyridin-4-yl]phenoxy}ethyl N-(tert-butoxycarbonyl)-L-alanyl-L-alaninate

Synonyms:2-{4-[2-({[2-(4-chlorophenyl)-1,3-thiazol-4-yl]methyl}sulphanyl)-3,5-dicyano-6-(pyrrolidin-1-yl)pyridin-4-yl]phenoxy}ethyl N-(tert-butoxycarbonyl)-L-alanyl-L-alaninate

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Chemical Property of 2-{4-[2-({[2-(4-chlorophenyl)-1,3-thiazol-4-yl]methyl}sulphanyl)-3,5-dicyano-6-(pyrrolidin-1-yl)pyridin-4-yl]phenoxy}ethyl N-(tert-butoxycarbonyl)-L-alanyl-L-alaninate

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Technology Process of 2-{4-[2-({[2-(4-chlorophenyl)-1,3-thiazol-4-yl]methyl}sulphanyl)-3,5-dicyano-6-(pyrrolidin-1-yl)pyridin-4-yl]phenoxy}ethyl N-(tert-butoxycarbonyl)-L-alanyl-L-alaninate

There total 8 articles about 2-{4-[2-({[2-(4-chlorophenyl)-1,3-thiazol-4-yl]methyl}sulphanyl)-3,5-dicyano-6-(pyrrolidin-1-yl)pyridin-4-yl]phenoxy}ethyl N-(tert-butoxycarbonyl)-L-alanyl-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: 91.0%

: 15761-38-3
L-N-Boc-Ala

: 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 L-alaninate trifluoroacetate

: 1239236-11-3
2-{4-[2-({[2-(4-chlorophenyl)-1,3-thiazol-4-yl]methyl}sulphanyl)-3,5-dicyano-6-(pyrrolidin-1-yl)pyridin-4-yl]phenoxy}ethyl N-(tert-butoxycarbonyl)-L-alanyl-L-alaninate

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 ℃; for 3h;
DOI:10.1002/cmdc.201700151

Reference yield: 74.8%

: 15761-38-3
L-N-Boc-Ala

: 2-{4-[2-({[2-(4-chlorophenyl)-1,3-thiazol-4-yl]methyl}sulphanyl)-3,5-dicyano-6-(pyrrolidin-1-yl)pyridin-4-yl]phenoxy}ethyl L-alaninate dihydrochloride

: 1239236-11-3
2-{4-[2-({[2-(4-chlorophenyl)-1,3-thiazol-4-yl]methyl}sulphanyl)-3,5-dicyano-6-(pyrrolidin-1-yl)pyridin-4-yl]phenoxy}ethyl N-(tert-butoxycarbonyl)-L-alanyl-L-alaninate

Guidance literature:: With dmap; dicyclohexyl-carbodiimide; In tetrahydrofuran; at 20 - 25 ℃; for 4h; Large scale;

Reference yield:

: 112906-84-0
2-[4-(2-hydroxyethoxy)benzylidene]malononitrile

: 1239236-11-3
2-{4-[2-({[2-(4-chlorophenyl)-1,3-thiazol-4-yl]methyl}sulphanyl)-3,5-dicyano-6-(pyrrolidin-1-yl)pyridin-4-yl]phenoxy}ethyl N-(tert-butoxycarbonyl)-L-alanyl-L-alaninate

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 / 3 h / 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