(1-{[3-(2-azepan-1-yl-2-oxo-ethylcarbamoyl)-1-benzyl-3,3-difluoro-2-oxo-propylcarbamoyl]-methyl}-6-oxo-2-m-tolyl-1,6-dihydro-pyrimidin-5-yl)-carbamic acid benzyl ester

Base Information

• Chemical Name: (1-{[3-(2-azepan-1-yl-2-oxo-ethylcarbamoyl)-1-benzyl-3,3-difluoro-2-oxo-propylcarbamoyl]-methyl}-6-oxo-2-m-tolyl-1,6-dihydro-pyrimidin-5-yl)-carbamic acid benzyl ester
• CAS No.: 228108-38-1
• Molecular Formula: C₄₀H₄₂F₂N₆O₇
• Molecular Weight: 756.806
• Mol file: 228108-38-1.mol

Synonyms:(1-{[3-(2-azepan-1-yl-2-oxo-ethylcarbamoyl)-1-benzyl-3,3-difluoro-2-oxo-propylcarbamoyl]-methyl}-6-oxo-2-m-tolyl-1,6-dihydro-pyrimidin-5-yl)-carbamic acid benzyl ester

Chemical Property of (1-{[3-(2-azepan-1-yl-2-oxo-ethylcarbamoyl)-1-benzyl-3,3-difluoro-2-oxo-propylcarbamoyl]-methyl}-6-oxo-2-m-tolyl-1,6-dihydro-pyrimidin-5-yl)-carbamic acid benzyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (1-{[3-(2-azepan-1-yl-2-oxo-ethylcarbamoyl)-1-benzyl-3,3-difluoro-2-oxo-propylcarbamoyl]-methyl}-6-oxo-2-m-tolyl-1,6-dihydro-pyrimidin-5-yl)-carbamic acid benzyl ester

There total 5 articles about (1-{[3-(2-azepan-1-yl-2-oxo-ethylcarbamoyl)-1-benzyl-3,3-difluoro-2-oxo-propylcarbamoyl]-methyl}-6-oxo-2-m-tolyl-1,6-dihydro-pyrimidin-5-yl)-carbamic 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:

(1-{[3-(2-azepan-1-yl-2-oxo-ethylcarbamoyl)-1-benzyl-3,3-difluoro-2-hydroxy-propylcarbamoyl]-methyl}-6-oxo-2-m-tolyl-1,6-dihydro-pyrimidin-5-yl)-carbamic acid benzyl ester → (1-{[3-(2-azepan-1-yl-2-oxo-ethylcarbamoyl)-1-benzyl-3,3-difluoro-2-oxo-propylcarbamoyl]-methyl}-6-oxo-2-m-tolyl-1,6-dihydro-pyrimidin-5-yl)-carbamic acid benzyl ester (228108-38-1)

Guidance literature:

With Dess-Martin periodane; In N,N-dimethyl-formamide; at 20 ℃; for 14h;

DOI:10.1021/jm000497n

Reference yield:

N-benzyloxycarbonyl-2-amino-3-phenylpropionaldehyde (59830-60-3,63219-70-5,68474-26-0) → (1-{[3-(2-azepan-1-yl-2-oxo-ethylcarbamoyl)-1-benzyl-3,3-difluoro-2-oxo-propylcarbamoyl]-methyl}-6-oxo-2-m-tolyl-1,6-dihydro-pyrimidin-5-yl)-carbamic acid benzyl ester (228108-38-1)

Guidance literature:

Multi-step reaction with 5 steps

1: 86 percent / aq. K₂CO₃ / tetrahydrofuran; methanol / 20 °C

2: 3-hydroxybenzotriazole hydrate; 1-[3(dimethylamino)propyl]-3-ethylcarbodiimide hydrochloride / dimethylformamide / 20 °C

3: H₂; 1 N aq. HCl / 10percent Pd/C / methanol / 15 h / 20 °C

4: N-ethylmorpholine; 1-[3(dimethylamino)propyl]-3-ethylcarbodiimide hydrochloride; 3-hydroxybenzotriazole hydrate / dimethylformamide / 16 h / 20 °C

5: Dess-Martin periodinate / dimethylformamide / 14 h / 20 °C

With N-ethylmorpholine;; hydrogenchloride; hydrogen; potassium carbonate; Dess-Martin periodane; 1-hydroxybenzotriazol-hydrate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; 10percent Pd/C; In tetrahydrofuran; methanol; N,N-dimethyl-formamide; 5: Dess-Martin oxidation;

DOI:10.1021/jm000497n

Reference yield:

4-benzyl-4-benzyloxycarbonylamino-2,2-difluoro-3-hydroxybutanoic acid → (1-{[3-(2-azepan-1-yl-2-oxo-ethylcarbamoyl)-1-benzyl-3,3-difluoro-2-oxo-propylcarbamoyl]-methyl}-6-oxo-2-m-tolyl-1,6-dihydro-pyrimidin-5-yl)-carbamic acid benzyl ester (228108-38-1)

Guidance literature:

Multi-step reaction with 4 steps

1: 3-hydroxybenzotriazole hydrate; 1-[3(dimethylamino)propyl]-3-ethylcarbodiimide hydrochloride / dimethylformamide / 20 °C

2: H₂; 1 N aq. HCl / 10percent Pd/C / methanol / 15 h / 20 °C

3: N-ethylmorpholine; 1-[3(dimethylamino)propyl]-3-ethylcarbodiimide hydrochloride; 3-hydroxybenzotriazole hydrate / dimethylformamide / 16 h / 20 °C

4: Dess-Martin periodinate / dimethylformamide / 14 h / 20 °C

With N-ethylmorpholine;; hydrogenchloride; hydrogen; Dess-Martin periodane; 1-hydroxybenzotriazol-hydrate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; 10percent Pd/C; In methanol; N,N-dimethyl-formamide; 4: Dess-Martin oxidation;

DOI:10.1021/jm000497n

upstream raw materials:

N-benzyloxycarbonyl-2-amino-3-phenylpropionaldehyde

[3-(2-azepan-1-yl-2-oxo-ethylcarbamoyl)-1-benzyl-3,3-difluoro-2-hydroxy-propyl]-carbamic acid benzyl ester