3-{4-[2-(pyrimidin-2-ylamino)ethyloxy]benzoylamino}-2(S)-benzenesulfonylaminopropionic acid

Base Information

Chemical Name:3-{4-[2-(pyrimidin-2-ylamino)ethyloxy]benzoylamino}-2(S)-benzenesulfonylaminopropionic acid
CAS No.:174665-30-6
Molecular Formula:C₂₂H₂₃N₅O₆S
Molecular Weight:485.521
Hs Code.:

Synonyms:3-{4-[2-(pyrimidin-2-ylamino)ethyloxy]benzoylamino}-2(S)-benzenesulfonylaminopropionic acid

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Chemical Property of 3-{4-[2-(pyrimidin-2-ylamino)ethyloxy]benzoylamino}-2(S)-benzenesulfonylaminopropionic acid

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Technology Process of 3-{4-[2-(pyrimidin-2-ylamino)ethyloxy]benzoylamino}-2(S)-benzenesulfonylaminopropionic acid

There total 10 articles about 3-{4-[2-(pyrimidin-2-ylamino)ethyloxy]benzoylamino}-2(S)-benzenesulfonylaminopropionic acid 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: 95.0%

: 174665-29-3
3-{4-[2-(pyrimidin-2-ylamino)ethyloxy]benzoylamino}-2(S)-benzenesulfonylaminopropionic acid tert-butyl ester

: 174665-30-6
3-{4-[2-(pyrimidin-2-ylamino)ethyloxy]benzoylamino}-2(S)-benzenesulfonylaminopropionic acid

Guidance literature:: With methoxybenzene; trifluoroacetic acid; In dichloromethane; at 0 - 20 ℃; for 18h;
DOI:10.1021/jm000133v

Reference yield:

: 156185-87-4
N-phenylsulfonyl-L-asparagine

: 174665-30-6
3-{4-[2-(pyrimidin-2-ylamino)ethyloxy]benzoylamino}-2(S)-benzenesulfonylaminopropionic acid

Guidance literature:: Multi-step reaction with 4 steps

1: 24 percent / aq. NaOH; Br₂ / 0.83 h / 0 - 90 °C

2: H₂SO₄ / 1,2-dimethoxy-ethane / 24 h / -78 °C

3: 67 percent / N-methylmorpholine; HOBT; EDC / dimethylformamide / 72 h / 20 °C

4: 95 percent / anisole; trifluoroacetic acid / CH₂Cl₂ / 18 h / 0 - 20 °C

With 4-methyl-morpholine; sodium hydroxide; sulfuric acid; bromine; benzotriazol-1-ol; methoxybenzene; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; trifluoroacetic acid; In 1,2-dimethoxyethane; dichloromethane; N,N-dimethyl-formamide; 1: Hofmann degradation / 2: Addition / 3: Condensation / 4: Hydrolysis;
DOI:10.1021/jm000133v

Reference yield:

: 56850-93-2
methyl 4-(2-Aminoethyloxy)benzoate

: 174665-30-6
3-{4-[2-(pyrimidin-2-ylamino)ethyloxy]benzoylamino}-2(S)-benzenesulfonylaminopropionic acid

Guidance literature:: Multi-step reaction with 4 steps

1: DIPEA / dimethylformamide / 16 h / 80 °C

2: 65 percent / 1N NaOH / ethanol / 2 h / 60 °C

3: 67 percent / N-methylmorpholine; HOBT; EDC / dimethylformamide / 72 h / 20 °C

4: 95 percent / anisole; trifluoroacetic acid / CH₂Cl₂ / 18 h / 0 - 20 °C

With 4-methyl-morpholine; sodium hydroxide; benzotriazol-1-ol; methoxybenzene; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; In ethanol; dichloromethane; N,N-dimethyl-formamide; 1: Condensation / 2: saponification / 3: Condensation / 4: Hydrolysis;
DOI:10.1021/jm000133v