N-[2-[(3-(allyloxycarbonyl)phenyl)methoxy]-1(S)-cyanoethyl]-3-methyl-L-phenylalaninamide

Base Information

Chemical Name:N-[2-[(3-(allyloxycarbonyl)phenyl)methoxy]-1(S)-cyanoethyl]-3-methyl-L-phenylalaninamide
CAS No.:225122-61-2
Molecular Formula:C₂₄H₂₇N₃O₄
Molecular Weight:421.496
Hs Code.:

Synonyms:N-[2-[(3-(allyloxycarbonyl)phenyl)methoxy]-1(S)-cyanoethyl]-3-methyl-L-phenylalaninamide

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Chemical Property of N-[2-[(3-(allyloxycarbonyl)phenyl)methoxy]-1(S)-cyanoethyl]-3-methyl-L-phenylalaninamide

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Technology Process of N-[2-[(3-(allyloxycarbonyl)phenyl)methoxy]-1(S)-cyanoethyl]-3-methyl-L-phenylalaninamide

There total 11 articles about N-[2-[(3-(allyloxycarbonyl)phenyl)methoxy]-1(S)-cyanoethyl]-3-methyl-L-phenylalaninamide 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: 100.0%

: 225122-60-1
N-[2-[(3-(allyloxycarbonyl)phenyl)methoxy]-1(S)-cyanoethyl]-3-methyl-Nα-(tert-butoxycarbonyl)-L-phenylalaninamide

: 225122-61-2
N-[2-[(3-(allyloxycarbonyl)phenyl)methoxy]-1(S)-cyanoethyl]-3-methyl-L-phenylalaninamide

Guidance literature:: With formic acid; at 20 ℃; for 6h;
DOI:10.1021/jm010206q

Reference yield:

: 620-13-3
1-bromomethyl-3-methyl-benzene

: 225122-61-2
N-[2-[(3-(allyloxycarbonyl)phenyl)methoxy]-1(S)-cyanoethyl]-3-methyl-L-phenylalaninamide

Guidance literature:: Multi-step reaction with 4 steps

1.1: NaH / dimethylformamide; hexane / 2 h / 20 °C

1.2: dimethylformamide; hexane / 2 h / 20 °C

2.1: aq. AcOH / 16 h / pH 5 / Heating

2.2: 3.55 g / Alcalase 2.4L; aq. NaHCO₃ / 2.5 h / 25 - 27 °C

3.1: 72 percent / N-methylmorpholine; HOAt; EDCI / CH₂Cl₂ / 20 °C

4.1: 100 percent / HCOOH / 6 h / 20 °C

With 4-methyl-morpholine; formic acid; 1-hydroxy-7-aza-benzotriazole; sodium hydride; acetic acid; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In hexane; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/jm010206q

Reference yield:

: 31719-77-4
3-chloromethylbenzoic acid

: 225122-61-2
N-[2-[(3-(allyloxycarbonyl)phenyl)methoxy]-1(S)-cyanoethyl]-3-methyl-L-phenylalaninamide

Guidance literature:: Multi-step reaction with 8 steps

1.1: K₂CO₃ / acetone / 2 h / Heating

1.2: 76 percent / NaI / acetone / 6.5 h

2.1: NaH / dimethylformamide / 0.58 h / 0 - 20 °C

2.2: dimethylformamide / 0.5 h / 0 - 20 °C

3.1: N-methylmorpholine / CH₂Cl₂ / 0.25 h

4.1: NH₃(g) / CH₂Cl₂ / 0.5 h / 20 °C

5.1: oxalyl chloride; pyridine / dimethylformamide / 0.75 h / 0 °C

6.1: HCOOH / 6 h / 20 °C

7.1: 72 percent / N-methylmorpholine; HOAt; EDCI / CH₂Cl₂ / 20 °C

8.1: 100 percent / HCOOH / 6 h / 20 °C

With 4-methyl-morpholine; pyridine; formic acid; 1-hydroxy-7-aza-benzotriazole; oxalyl dichloride; ammonia; sodium hydride; potassium carbonate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In dichloromethane; N,N-dimethyl-formamide; acetone;
DOI:10.1021/jm010206q