3-[(R)-2-Cyano-2-((S)-2-diphenylacetylamino-3-m-tolyl-propionylamino)-ethoxymethyl]-benzoic acid allyl ester

Base Information

Chemical Name:3-[(R)-2-Cyano-2-((S)-2-diphenylacetylamino-3-m-tolyl-propionylamino)-ethoxymethyl]-benzoic acid allyl ester
CAS No.:1027937-34-3
Molecular Formula:C₃₈H₃₇N₃O₅
Molecular Weight:615.729
Hs Code.:

Synonyms:3-[(R)-2-Cyano-2-((S)-2-diphenylacetylamino-3-m-tolyl-propionylamino)-ethoxymethyl]-benzoic acid allyl ester

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Chemical Property of 3-[(R)-2-Cyano-2-((S)-2-diphenylacetylamino-3-m-tolyl-propionylamino)-ethoxymethyl]-benzoic acid allyl ester

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Technology Process of 3-[(R)-2-Cyano-2-((S)-2-diphenylacetylamino-3-m-tolyl-propionylamino)-ethoxymethyl]-benzoic acid allyl ester

There total 12 articles about 3-[(R)-2-Cyano-2-((S)-2-diphenylacetylamino-3-m-tolyl-propionylamino)-ethoxymethyl]-benzoic acid allyl 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:

: 1871-76-7
diphenylacetic acid chloride

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

: 1027937-34-3
3-[(R)-2-Cyano-2-((S)-2-diphenylacetylamino-3-m-tolyl-propionylamino)-ethoxymethyl]-benzoic acid allyl ester

Guidance literature:: With 4-methyl-morpholine; In dichloromethane; at 20 ℃; for 2h;
DOI:10.1021/jm010206q

Reference yield:

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

: 1027937-34-3
3-[(R)-2-Cyano-2-((S)-2-diphenylacetylamino-3-m-tolyl-propionylamino)-ethoxymethyl]-benzoic acid allyl ester

Guidance literature:: Multi-step reaction with 5 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

5.1: N-methylmorpholine / CH₂Cl₂ / 2 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

: 1027937-34-3
3-[(R)-2-Cyano-2-((S)-2-diphenylacetylamino-3-m-tolyl-propionylamino)-ethoxymethyl]-benzoic acid allyl ester

Guidance literature:: Multi-step reaction with 9 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

9.1: N-methylmorpholine / CH₂Cl₂ / 2 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