3-[4-(2-aminopyridin-6-ylethyl)benzoylamino]-2(S)-benzenesulfonylaminopropionic acid tert-butyl ester

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Chemical Name:3-[4-(2-aminopyridin-6-ylethyl)benzoylamino]-2(S)-benzenesulfonylaminopropionic acid tert-butyl ester
CAS No.:298692-95-2
Molecular Formula:C₂₇H₃₂N₄O₅S
Molecular Weight:524.641
Hs Code.:

Synonyms:3-[4-(2-aminopyridin-6-ylethyl)benzoylamino]-2(S)-benzenesulfonylaminopropionic acid tert-butyl ester

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Chemical Property of 3-[4-(2-aminopyridin-6-ylethyl)benzoylamino]-2(S)-benzenesulfonylaminopropionic acid tert-butyl ester

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Technology Process of 3-[4-(2-aminopyridin-6-ylethyl)benzoylamino]-2(S)-benzenesulfonylaminopropionic acid tert-butyl ester

There total 9 articles about 3-[4-(2-aminopyridin-6-ylethyl)benzoylamino]-2(S)-benzenesulfonylaminopropionic acid tert-butyl 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: 83.0%

: 156185-89-6
tert-butyl (2S)-N-benzenesulfonyl-2,3-diaminopropionate

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

: 298692-95-2
3-[4-(2-aminopyridin-6-ylethyl)benzoylamino]-2(S)-benzenesulfonylaminopropionic acid tert-butyl ester

Guidance literature:: With 4-methyl-morpholine; benzotriazol-1-ol; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; In N,N-dimethyl-formamide; for 16h;
DOI:10.1021/jm000133v

Reference yield:

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

: 298692-95-2
3-[4-(2-aminopyridin-6-ylethyl)benzoylamino]-2(S)-benzenesulfonylaminopropionic acid tert-butyl 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: 83 percent / EDC; HOBT; N-methylmorpholine / dimethylformamide / 16 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

Reference yield:

: 10602-03-6
ethyl 4-ethynylbenzoate

: 298692-95-2
3-[4-(2-aminopyridin-6-ylethyl)benzoylamino]-2(S)-benzenesulfonylaminopropionic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 4 steps

1: 55 percent / Et₃N; (Ph₃P)2PdCl₂; CuI / acetonitrile / 3 h / 100 °C

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

3: 6 N HCl / 20 h / 60 °C

4: 83 percent / EDC; HOBT; N-methylmorpholine / dimethylformamide / 16 h

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