2-{4-[(1S)-benzyloxy-1-((2S)-1-tert-butoxycarbonylpyrrolidin-2-yl)methyl]-3-(2-methylallyl)pyridin-2-yloxy}acetamide

Base Information

• Chemical Name: 2-{4-[(1S)-benzyloxy-1-((2S)-1-tert-butoxycarbonylpyrrolidin-2-yl)methyl]-3-(2-methylallyl)pyridin-2-yloxy}acetamide
• CAS No.: 821795-45-3
• Molecular Formula: C₂₈H₃₇N₃O₅
• Molecular Weight: 495.619
• Mol file: 821795-45-3.mol

Synonyms:2-{4-[(1S)-benzyloxy-1-((2S)-1-tert-butoxycarbonylpyrrolidin-2-yl)methyl]-3-(2-methylallyl)pyridin-2-yloxy}acetamide

Chemical Property of 2-{4-[(1S)-benzyloxy-1-((2S)-1-tert-butoxycarbonylpyrrolidin-2-yl)methyl]-3-(2-methylallyl)pyridin-2-yloxy}acetamide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2-{4-[(1S)-benzyloxy-1-((2S)-1-tert-butoxycarbonylpyrrolidin-2-yl)methyl]-3-(2-methylallyl)pyridin-2-yloxy}acetamide

There total 5 articles about 2-{4-[(1S)-benzyloxy-1-((2S)-1-tert-butoxycarbonylpyrrolidin-2-yl)methyl]-3-(2-methylallyl)pyridin-2-yloxy}acetamide 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: 74.0%

glycolamide (598-42-5) + 4-[(1S)-benzyloxy-1-[(2S)-1-tert-butoxycarbonylpyrrolidin-2-yl]methyl]-2-fluoro-3-(2-methylallyl)pyridine (821795-44-2) → 2-{4-[(1S)-benzyloxy-1-((2S)-1-tert-butoxycarbonylpyrrolidin-2-yl)methyl]-3-(2-methylallyl)pyridin-2-yloxy}acetamide (821795-45-3)

Guidance literature:

glycolamide; With potassium hydride; In dimethyl sulfoxide;

4-[(1S)-benzyloxy-1-[(2S)-1-tert-butoxycarbonylpyrrolidin-2-yl]methyl]-2-fluoro-3-(2-methylallyl)pyridine; In dimethyl sulfoxide; at 55 ℃; for 60h;

DOI:10.1021/jm049484q

Reference yield:

Boc-L-Pro-H (69610-41-9,117625-90-8) → 2-{4-[(1S)-benzyloxy-1-((2S)-1-tert-butoxycarbonylpyrrolidin-2-yl)methyl]-3-(2-methylallyl)pyridin-2-yloxy}acetamide (821795-45-3)

Guidance literature:

Multi-step reaction with 3 steps

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

1.2: tetrahydrofuran

2.1: 86 percent / NaH; tetrabutylammonium iodide / tetrahydrofuran / 28 h / 20 °C

3.1: KH / dimethylsulfoxide

3.2: 74 percent / dimethylsulfoxide / 60 h / 55 °C

With isopropylmagnesium chloride; tetra-(n-butyl)ammonium iodide; potassium hydride; sodium hydride; In tetrahydrofuran; dimethyl sulfoxide;

DOI:10.1021/jm049484q

Reference yield:

benzyl bromide (100-39-0) → 2-{4-[(1S)-benzyloxy-1-((2S)-1-tert-butoxycarbonylpyrrolidin-2-yl)methyl]-3-(2-methylallyl)pyridin-2-yloxy}acetamide (821795-45-3)

Guidance literature:

Multi-step reaction with 2 steps

1.1: 86 percent / NaH; tetrabutylammonium iodide / tetrahydrofuran / 28 h / 20 °C

2.1: KH / dimethylsulfoxide

2.2: 74 percent / dimethylsulfoxide / 60 h / 55 °C

With tetra-(n-butyl)ammonium iodide; potassium hydride; sodium hydride; In tetrahydrofuran; dimethyl sulfoxide;

DOI:10.1021/jm049484q

upstream raw materials:

glycolamide

4-[(1S)-benzyloxy-1-[(2S)-1-tert-butoxycarbonylpyrrolidin-2-yl]methyl]-2-fluoro-3-(2-methylallyl)pyridine

Boc-L-Pro-H

benzyl bromide