2-[(3S,4S)-3-[4-(5-Benzyl-2-ethyl-2H-pyrazol-3-yl)-piperidin-1-ylmethyl]-4-(3-fluoro-phenyl)-pyrrolidin-1-ylmethyl]-2-ethyl-butyric acid benzyl ester

Base Information

• Chemical Name: 2-[(3S,4S)-3-[4-(5-Benzyl-2-ethyl-2H-pyrazol-3-yl)-piperidin-1-ylmethyl]-4-(3-fluoro-phenyl)-pyrrolidin-1-ylmethyl]-2-ethyl-butyric acid benzyl ester
• CAS No.: 442876-66-6
• Molecular Formula: C₄₂H₅₃FN₄O₂
• Molecular Weight: 664.907

Synonyms:2-[(3S,4S)-3-[4-(5-Benzyl-2-ethyl-2H-pyrazol-3-yl)-piperidin-1-ylmethyl]-4-(3-fluoro-phenyl)-pyrrolidin-1-ylmethyl]-2-ethyl-butyric acid benzyl ester

Chemical Property of 2-[(3S,4S)-3-[4-(5-Benzyl-2-ethyl-2H-pyrazol-3-yl)-piperidin-1-ylmethyl]-4-(3-fluoro-phenyl)-pyrrolidin-1-ylmethyl]-2-ethyl-butyric acid benzyl ester

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Technology Process of 2-[(3S,4S)-3-[4-(5-Benzyl-2-ethyl-2H-pyrazol-3-yl)-piperidin-1-ylmethyl]-4-(3-fluoro-phenyl)-pyrrolidin-1-ylmethyl]-2-ethyl-butyric acid benzyl ester

There total 2 articles about 2-[(3S,4S)-3-[4-(5-Benzyl-2-ethyl-2H-pyrazol-3-yl)-piperidin-1-ylmethyl]-4-(3-fluoro-phenyl)-pyrrolidin-1-ylmethyl]-2-ethyl-butyric acid benzyl 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:

2-Ethyl-2-[(3S,4R)-3-(3-fluoro-phenyl)-4-hydroxymethyl-pyrrolidin-1-ylmethyl]-butyric acid benzyl ester → 2-[(3S,4S)-3-[4-(5-Benzyl-2-ethyl-2H-pyrazol-3-yl)-piperidin-1-ylmethyl]-4-(3-fluoro-phenyl)-pyrrolidin-1-ylmethyl]-2-ethyl-butyric acid benzyl ester (442876-66-6)

Guidance literature:

Multi-step reaction with 2 steps

1: (COCl)2; DMSO; (i-Pr)2NEt / CH₂Cl₂ / -78 °C

2: NaB(OAc)3H / CH₂Cl₂

With oxalyl dichloride; sodium tris(acetoxy)borohydride; dimethyl sulfoxide; N-ethyl-N,N-diisopropylamine; In dichloromethane; 1: Swern oxidation;

DOI:10.1021/ol034707c

Reference yield:

4-(3-benzyl-1-ethyl-pyrazol-5-yl)piperidine (301219-18-1) + 2-Ethyl-2-[(3S,4R)-3-(3-fluoro-phenyl)-4-formyl-pyrrolidin-1-ylmethyl]-butyric acid benzyl ester (442876-64-4) → 2-[(3S,4S)-3-[4-(5-Benzyl-2-ethyl-2H-pyrazol-3-yl)-piperidin-1-ylmethyl]-4-(3-fluoro-phenyl)-pyrrolidin-1-ylmethyl]-2-ethyl-butyric acid benzyl ester (442876-66-6)

Guidance literature:

With sodium tris(acetoxy)borohydride; In dichloromethane;

DOI:10.1021/ol034707c

Reference yield:

2-[(3S,4S)-3-[4-(5-Benzyl-2-ethyl-2H-pyrazol-3-yl)-piperidin-1-ylmethyl]-4-(3-fluoro-phenyl)-pyrrolidin-1-ylmethyl]-2-ethyl-butyric acid benzyl ester (442876-66-6) → 2-{[(3S,4S)-3-[(4-{3-Benzyl-1-ethyl-1H-pyrazol-5-yl}piperidin-1-yl)methyl]-4-(3-fluorophenyl)pyrrolidin-1-yl]methyl}-2-ethylbutyric Acid

Guidance literature:

With hydrogen; palladium on activated charcoal; In methanol;

DOI:10.1021/ol034707c

upstream raw materials:

4-(3-benzyl-1-ethyl-pyrazol-5-yl)piperidine

2-Ethyl-2-[(3S,4R)-3-(3-fluoro-phenyl)-4-formyl-pyrrolidin-1-ylmethyl]-butyric acid benzyl ester

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