(R)-4-[4-(5-{1-[2-(2-tert-butoxycarbonylamino-4-methyl-pentanoylamino)acetyl]-piperidin-4-yl}-1-methyl-1H-pyrazol-3-yl)-2,3-dichloro-phenoxymethyl]benzoic acid methyl ester

Base Information

Chemical Name:(R)-4-[4-(5-{1-[2-(2-tert-butoxycarbonylamino-4-methyl-pentanoylamino)acetyl]-piperidin-4-yl}-1-methyl-1H-pyrazol-3-yl)-2,3-dichloro-phenoxymethyl]benzoic acid methyl ester
CAS No.:515846-55-6
Molecular Formula:C₃₇H₄₇Cl₂N₅O₇
Molecular Weight:744.715
Hs Code.:

(R)-4-[4-(5-{1-[2-(2-tert-butoxycarbonylamino-4-methyl-pentanoylamino)acetyl]-piperidin-4-yl}-1-methyl-1H-pyrazol-3-yl)-2,3-dichloro-phenoxymethyl]benzoic acid methyl ester

Synonyms:(R)-4-[4-(5-{1-[2-(2-tert-butoxycarbonylamino-4-methyl-pentanoylamino)acetyl]-piperidin-4-yl}-1-methyl-1H-pyrazol-3-yl)-2,3-dichloro-phenoxymethyl]benzoic acid methyl ester

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Chemical Property of (R)-4-[4-(5-{1-[2-(2-tert-butoxycarbonylamino-4-methyl-pentanoylamino)acetyl]-piperidin-4-yl}-1-methyl-1H-pyrazol-3-yl)-2,3-dichloro-phenoxymethyl]benzoic acid methyl ester

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Technology Process of (R)-4-[4-(5-{1-[2-(2-tert-butoxycarbonylamino-4-methyl-pentanoylamino)acetyl]-piperidin-4-yl}-1-methyl-1H-pyrazol-3-yl)-2,3-dichloro-phenoxymethyl]benzoic acid methyl ester

There total 15 articles about (R)-4-[4-(5-{1-[2-(2-tert-butoxycarbonylamino-4-methyl-pentanoylamino)acetyl]-piperidin-4-yl}-1-methyl-1H-pyrazol-3-yl)-2,3-dichloro-phenoxymethyl]benzoic acid methyl 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: 85.0%

: 2417-72-3
Methyl 4-(bromomethyl)benzoate

: 515846-36-3
(R)-[1-(2-{4-[5-(2,3-dichloro-4-hydroxy-phenyl)-2-methyl-2H-pyrazol-3-yl]-piperidin-1-yl}-2-oxo-ethylcarbamoyl)-3-methyl-butyl]-carbamic acid tert-butyl ester

: 515846-55-6
(R)-4-[4-(5-{1-[2-(2-tert-butoxycarbonylamino-4-methyl-pentanoylamino)acetyl]-piperidin-4-yl}-1-methyl-1H-pyrazol-3-yl)-2,3-dichloro-phenoxymethyl]benzoic acid methyl ester

Guidance literature:: With potassium carbonate; In N,N-dimethyl-formamide; at 70 ℃; for 3h;
DOI:10.1021/ja034247i

Reference yield:

: 576-24-9
2,3-dichlorophenol

: 515846-55-6
(R)-4-[4-(5-{1-[2-(2-tert-butoxycarbonylamino-4-methyl-pentanoylamino)acetyl]-piperidin-4-yl}-1-methyl-1H-pyrazol-3-yl)-2,3-dichloro-phenoxymethyl]benzoic acid methyl ester

Guidance literature:: Multi-step reaction with 8 steps

1.1: 53 percent / bromine / CH₂Cl₂ / 2 h

2.1: triethylamine / tetrahydrofuran / 1 h / 20 °C

3.1: n-butyllithium / tetrahydrofuran; hexane / 0.17 h / -78 °C

3.2: 6.65 g / tetrahydrofuran; hexane / -78 - 20 °C

4.1: oxalyl chloride; DMF / CH₂Cl₂ / 0.17 h

5.1: CuI; PdCl₂(PPh₃)2; triethylamine / toluene

6.1: 7.0 g / ethanol / 1.5 h / 20 °C

7.1: 90 percent / tetrabutylammonium fluoride / tetrahydrofuran / 0.5 h

8.1: K₂CO₃ / dimethylformamide / 3 h / 70 °C

With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; n-butyllithium; oxalyl dichloride; tetrabutyl ammonium fluoride; bromine; potassium carbonate; triethylamine; N,N-dimethyl-formamide; In tetrahydrofuran; ethanol; hexane; dichloromethane; N,N-dimethyl-formamide; toluene; 5.1: Mitsunobu reaction;
DOI:10.1021/jm049967u

Reference yield:

: 1940-44-9
4-bromo-2,3-dichlorophenol

: 515846-55-6
(R)-4-[4-(5-{1-[2-(2-tert-butoxycarbonylamino-4-methyl-pentanoylamino)acetyl]-piperidin-4-yl}-1-methyl-1H-pyrazol-3-yl)-2,3-dichloro-phenoxymethyl]benzoic acid methyl ester

Guidance literature:: Multi-step reaction with 7 steps

1.1: triethylamine / tetrahydrofuran / 1 h / 20 °C

2.1: n-butyllithium / tetrahydrofuran; hexane / 0.17 h / -78 °C

2.2: 6.65 g / tetrahydrofuran; hexane / -78 - 20 °C

3.1: oxalyl chloride; DMF / CH₂Cl₂ / 0.17 h

4.1: CuI; PdCl₂(PPh₃)2; triethylamine / toluene

5.1: 7.0 g / ethanol / 1.5 h / 20 °C

6.1: 90 percent / tetrabutylammonium fluoride / tetrahydrofuran / 0.5 h

7.1: K₂CO₃ / dimethylformamide / 3 h / 70 °C

With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; n-butyllithium; oxalyl dichloride; tetrabutyl ammonium fluoride; potassium carbonate; triethylamine; N,N-dimethyl-formamide; In tetrahydrofuran; ethanol; hexane; dichloromethane; N,N-dimethyl-formamide; toluene; 4.1: Mitsunobu reaction;
DOI:10.1021/jm049967u