L-Alanine, 3-[[4-[2-(6-amino-2-pyridinyl)ethyl]benzoyl]amino]-N-[(4-iodophenyl)sulf onyl]-, ethyl ester

Base Information

Chemical Name:L-Alanine, 3-[[4-[2-(6-amino-2-pyridinyl)ethyl]benzoyl]amino]-N-[(4-iodophenyl)sulf onyl]-, ethyl ester
CAS No.:204452-39-1
Molecular Formula:C25H27IN4O5S
Molecular Weight:622.484
Hs Code.:

Synonyms:

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Chemical Property of L-Alanine, 3-[[4-[2-(6-amino-2-pyridinyl)ethyl]benzoyl]amino]-N-[(4-iodophenyl)sulf onyl]-, ethyl ester

Chemical Property:

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Technology Process of L-Alanine, 3-[[4-[2-(6-amino-2-pyridinyl)ethyl]benzoyl]amino]-N-[(4-iodophenyl)sulf onyl]-, ethyl ester

There total 10 articles about L-Alanine, 3-[[4-[2-(6-amino-2-pyridinyl)ethyl]benzoyl]amino]-N-[(4-iodophenyl)sulf onyl]-, 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: 48.0%

: 298692-94-1
4-[2-(2-aminopyridin-6-yl)ethyl]benzoic acid

: ethyl 3-amino-2(S)-4-iodophenylsulfonylaminopropionate hydrochloride

: 204452-39-1
3-{4-[2-(6-aminopyridin-6-yl)ethyl]benzoylamino}-2(S)-4-iodobenzenesulfonylaminopropionic acid ethyl ester

Guidance literature:: With 4-methyl-morpholine; benzotriazol-1-ol; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; In N,N-dimethyl-formamide; for 20h;
DOI:10.1021/jm000133v

Reference yield:

: 204452-38-0
4-[2-(2-Aminopyridin-6-yl)ethyl]benzoic acid hydrochloride

: ethyl 3-amino-2(S)-4-iodophenylsulfonylaminopropionate hydrochloride

: 204452-39-1
3-{4-[2-(6-aminopyridin-6-yl)ethyl]benzoylamino}-2(S)-4-iodobenzenesulfonylaminopropionic acid ethyl ester

Guidance literature:: With 4-methyl-morpholine; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In DMF (N,N-dimethyl-formamide); for 20h;

Reference yield:

: 51934-41-9
4-iodobenzoic acid ethyl ester

: 204452-39-1
3-{4-[2-(6-aminopyridin-6-yl)ethyl]benzoylamino}-2(S)-4-iodobenzenesulfonylaminopropionic acid ethyl ester

Guidance literature:: Multi-step reaction with 6 steps

1: 93 percent / Et₃N; (Ph₃P)2PdCl₂; CuI / acetonitrile / 18 h / 100 °C

2: 90 percent / K₂CO₃ / ethanol / 16 h

3: 55 percent / Et₃N; (Ph₃P)2PdCl₂; CuI / acetonitrile / 3 h / 100 °C

4: H₂ / 10 percent Pd/C / ethanol / 20 h / 760 Torr

5: 6 N HCl / 20 h / 60 °C

6: 48 percent / EDC; HOBT; N-methylmorpholine / dimethylformamide / 20 h

With 4-methyl-morpholine; hydrogenchloride; bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; hydrogen; potassium carbonate; benzotriazol-1-ol; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; triethylamine; palladium on activated charcoal; In ethanol; N,N-dimethyl-formamide; acetonitrile; 1: Substitution / 2: desilylation / 3: Substitution / 4: Catalytic hydrogenation / 5: Hydrolysis / 6: Condensation;
DOI:10.1021/jm000133v