(2R)-N-[1-(4-tert-butoxycarbonylamino-3-fluorobenzyl)piperidin-4-yl]-2-[(1R)-3,3-difluorocyclopentyl]-2-hydroxy-2-phenylacetamide

Base Information

• Chemical Name: (2R)-N-[1-(4-tert-butoxycarbonylamino-3-fluorobenzyl)piperidin-4-yl]-2-[(1R)-3,3-difluorocyclopentyl]-2-hydroxy-2-phenylacetamide
• CAS No.: 323578-27-4
• Molecular Formula: C₃₀H₃₈F₃N₃O₄
• Molecular Weight: 561.645
• Mol file: 323578-27-4.mol

Synonyms:(2R)-N-[1-(4-tert-butoxycarbonylamino-3-fluorobenzyl)piperidin-4-yl]-2-[(1R)-3,3-difluorocyclopentyl]-2-hydroxy-2-phenylacetamide

Chemical Property of (2R)-N-[1-(4-tert-butoxycarbonylamino-3-fluorobenzyl)piperidin-4-yl]-2-[(1R)-3,3-difluorocyclopentyl]-2-hydroxy-2-phenylacetamide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (2R)-N-[1-(4-tert-butoxycarbonylamino-3-fluorobenzyl)piperidin-4-yl]-2-[(1R)-3,3-difluorocyclopentyl]-2-hydroxy-2-phenylacetamide

There total 9 articles about (2R)-N-[1-(4-tert-butoxycarbonylamino-3-fluorobenzyl)piperidin-4-yl]-2-[(1R)-3,3-difluorocyclopentyl]-2-hydroxy-2-phenylacetamide 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: 58.0%

tert-butyl (4-(bromomethyl)-2-fluorophenyl)carbamate (323578-36-5) + (2R)-N-(piperidin-4-yl)-2-[(1R)-3,3-difluorocyclopentyl]-2-hydroxy-2-phenylacetamide (203321-80-6) → (2R)-N-[1-(4-tert-butoxycarbonylamino-3-fluorobenzyl)piperidin-4-yl]-2-[(1R)-3,3-difluorocyclopentyl]-2-hydroxy-2-phenylacetamide (323578-27-4)

Guidance literature:

With potassium carbonate; potassium iodide; In acetonitrile; at 70 ℃; for 17h;

DOI:10.1021/jm0003135

Reference yield:

4-amino-1-benzylpiperidine (50541-93-0) → (2R)-N-[1-(4-tert-butoxycarbonylamino-3-fluorobenzyl)piperidin-4-yl]-2-[(1R)-3,3-difluorocyclopentyl]-2-hydroxy-2-phenylacetamide (323578-27-4)

Guidance literature:

Multi-step reaction with 3 steps

1: 97 percent / 1-hydroxybenzotriazole; 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide / CHCl₃ / 14 h / 20 °C

2: 83 percent / H₂ / 20percent Pd(OH)2 / ethanol / 8 h / 760.05 Torr

3: 58 percent / K₂CO₃; KI / acetonitrile / 17 h / 70 °C

With hydrogen; potassium carbonate; benzotriazol-1-ol; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; potassium iodide; 20percent Pd(OH)2; In ethanol; chloroform; acetonitrile;

DOI:10.1021/jm0003135

Reference yield:

2-fluoro-4-methyl-1-nitrobenzene (446-34-4) → (2R)-N-[1-(4-tert-butoxycarbonylamino-3-fluorobenzyl)piperidin-4-yl]-2-[(1R)-3,3-difluorocyclopentyl]-2-hydroxy-2-phenylacetamide (323578-27-4)

Guidance literature:

Multi-step reaction with 4 steps

1: H₂ / 10percent Pd/C / ethanol / 3 h / 760.05 Torr

2: dioxane / 48 h / 100 °C

3: N-bromosuccinimide; benzoyl peroxide / CCl₄ / 4 h / 85 °C

4: 58 percent / K₂CO₃; KI / acetonitrile / 17 h / 70 °C

With N-Bromosuccinimide; hydrogen; potassium carbonate; potassium iodide; dibenzoyl peroxide; 10percent Pd/C; In 1,4-dioxane; tetrachloromethane; ethanol; acetonitrile;

DOI:10.1021/jm0003135

upstream raw materials:

tert-butyl (4-(bromomethyl)-2-fluorophenyl)carbamate

(2R)-N-(piperidin-4-yl)-2-[(1R)-3,3-difluorocyclopentyl]-2-hydroxy-2-phenylacetamide

4-amino-1-benzylpiperidine

2-fluoro-4-methyl-1-nitrobenzene