(R)-3-[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

Base Information

• Chemical Name: (R)-3-[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
• CAS No.: 515846-48-7
• Molecular Formula: C₃₆H₄₅Cl₂N₅O₇
• Molecular Weight: 730.689
• Mol file: 515846-48-7.mol

Synonyms:(R)-3-[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

Chemical Property of (R)-3-[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

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (R)-3-[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

There total 18 articles about (R)-3-[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 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%

(R)-3-[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 allyl ester (515846-46-5) → (R)-3-[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 (515846-48-7)

Guidance literature:

With morpholine; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; at 20 ℃; for 1h;

DOI:10.1021/ja034247i DOI:10.1021/jm049967u

Reference yield:

2,3-dichlorophenol (576-24-9) → (R)-3-[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 (515846-48-7)

Guidance literature:

Multi-step reaction with 9 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: 807 mg / Cs₂CO₃ / dimethylformamide / 3 h / 70 °C

9.1: 85 percent / Pd(PPh₃)4; morpholine / tetrahydrofuran / 1 h / 20 °C

With morpholine; bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; n-butyllithium; oxalyl dichloride; tetrabutyl ammonium fluoride; bromine; caesium 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:

3-chloromethylbenzoic acid (31719-77-4) → (R)-3-[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 (515846-48-7)

Guidance literature:

Multi-step reaction with 3 steps

1: EDC; DMAP / CH₂Cl₂ / 2 h / 20 °C

2: 807 mg / Cs₂CO₃ / dimethylformamide / 3 h / 70 °C

3: 85 percent / Pd(PPh₃)4; morpholine / tetrahydrofuran / 1 h / 20 °C

With morpholine; dmap; tetrakis(triphenylphosphine) palladium⁽⁰⁾; caesium carbonate; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide;

DOI:10.1021/jm049967u

upstream raw materials:

(R)-3-[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 allyl ester

2,3-dichlorophenol

N-Boc-D-Leu

3-chloromethylbenzoic acid