(R)-2-Benzyl-N¹-[(S)-1-[(1S,2R)-1-cyclohexylmethyl-2-((S)-3-ethyl-2-oxo-oxazolidin-5-yl)-2-hydroxy-ethylcarbamoyl]-2-(3H-imidazol-4-yl)-ethyl]-N⁴-(2-methoxy-ethyl)-N⁴-methyl-succinamide

Base Information

• Chemical Name: (R)-2-Benzyl-N¹-[(S)-1-[(1S,2R)-1-cyclohexylmethyl-2-((S)-3-ethyl-2-oxo-oxazolidin-5-yl)-2-hydroxy-ethylcarbamoyl]-2-(3H-imidazol-4-yl)-ethyl]-N⁴-(2-methoxy-ethyl)-N⁴-methyl-succinamide
• CAS No.: 127944-51-8
• Molecular Formula: C₃₅H₅₂N₆O₇
• Molecular Weight: 668.834

Synonyms:(R)-2-Benzyl-N¹-[(S)-1-[(1S,2R)-1-cyclohexylmethyl-2-((S)-3-ethyl-2-oxo-oxazolidin-5-yl)-2-hydroxy-ethylcarbamoyl]-2-(3H-imidazol-4-yl)-ethyl]-N⁴-(2-methoxy-ethyl)-N⁴-methyl-succinamide

Chemical Property of (R)-2-Benzyl-N¹-[(S)-1-[(1S,2R)-1-cyclohexylmethyl-2-((S)-3-ethyl-2-oxo-oxazolidin-5-yl)-2-hydroxy-ethylcarbamoyl]-2-(3H-imidazol-4-yl)-ethyl]-N⁴-(2-methoxy-ethyl)-N⁴-methyl-succinamide

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Technology Process of (R)-2-Benzyl-N¹-[(S)-1-[(1S,2R)-1-cyclohexylmethyl-2-((S)-3-ethyl-2-oxo-oxazolidin-5-yl)-2-hydroxy-ethylcarbamoyl]-2-(3H-imidazol-4-yl)-ethyl]-N⁴-(2-methoxy-ethyl)-N⁴-methyl-succinamide

There total 7 articles about (R)-2-Benzyl-N¹-[(S)-1-[(1S,2R)-1-cyclohexylmethyl-2-((S)-3-ethyl-2-oxo-oxazolidin-5-yl)-2-hydroxy-ethylcarbamoyl]-2-(3H-imidazol-4-yl)-ethyl]-N⁴-(2-methoxy-ethyl)-N⁴-methyl-succinamide 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:

(S)-2-tert-Butoxycarbonylamino-3-(3H-imidazol-4-yl)-propionic acid (17791-52-5) → (R)-2-Benzyl-N1-[(S)-1-[(1S,2R)-1-cyclohexylmethyl-2-((S)-3-ethyl-2-oxo-oxazolidin-5-yl)-2-hydroxy-ethylcarbamoyl]-2-(3H-imidazol-4-yl)-ethyl]-N4-(2-methoxy-ethyl)-N4-methyl-succinamide (127944-51-8)

Guidance literature:

Multi-step reaction with 3 steps

1: 1-hydroxybenzotriazole, N-methylmorpholine, 1-ethyl-3-<(dimethylamino)propyl>carbodiimide hydrochloride / dimethylformamide / 1.) -23 deg C, 2 h, 2.) RT, 16 h

2: ethanolic HCl / 1 h

3: 1-hydroxybenzotriazole, N-methylmorpholine, 1-ethyl-3-<(dimethylamino)propyl>carbodiimide hydrochloride / dimethylformamide / 1.) -23 deg C, 2 h, 2.) RT, 16 h

With 4-methyl-morpholine; hydrogenchloride; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In N,N-dimethyl-formamide;

DOI:10.1021/jm00169a024

Reference yield:

(3R)-3-Benzyloxycarbonyl-3-phenylmethylpropionic acid (116129-80-7) → (R)-2-Benzyl-N1-[(S)-1-[(1S,2R)-1-cyclohexylmethyl-2-((S)-3-ethyl-2-oxo-oxazolidin-5-yl)-2-hydroxy-ethylcarbamoyl]-2-(3H-imidazol-4-yl)-ethyl]-N4-(2-methoxy-ethyl)-N4-methyl-succinamide (127944-51-8)

Guidance literature:

Multi-step reaction with 3 steps

1: 1.) N-methylmorpholine, isobutyl chloroformate / 1.) CH₂Cl₂, -10 deg C, 3 min, 2a.) -10 deg, 15 min, 2b.) RT, 2 h

2: 94 percent / H₂ / 10percent Pd/C / methanol / 1 h

3: 1-hydroxybenzotriazole, N-methylmorpholine, 1-ethyl-3-<(dimethylamino)propyl>carbodiimide hydrochloride / dimethylformamide / 1.) -23 deg C, 2 h, 2.) RT, 16 h

With 4-methyl-morpholine; hydrogen; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; isobutyl chloroformate; palladium on activated charcoal; In methanol; N,N-dimethyl-formamide;

DOI:10.1021/jm00169a024

Reference yield:

benzyl (2R)-2-benzyl-3-<<(2-methoxyethyl)methylamino>carbonyl>propionate (127944-62-1) → (R)-2-Benzyl-N1-[(S)-1-[(1S,2R)-1-cyclohexylmethyl-2-((S)-3-ethyl-2-oxo-oxazolidin-5-yl)-2-hydroxy-ethylcarbamoyl]-2-(3H-imidazol-4-yl)-ethyl]-N4-(2-methoxy-ethyl)-N4-methyl-succinamide (127944-51-8)

Guidance literature:

Multi-step reaction with 2 steps

1: 94 percent / H₂ / 10percent Pd/C / methanol / 1 h

2: 1-hydroxybenzotriazole, N-methylmorpholine, 1-ethyl-3-<(dimethylamino)propyl>carbodiimide hydrochloride / dimethylformamide / 1.) -23 deg C, 2 h, 2.) RT, 16 h

With 4-methyl-morpholine; hydrogen; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; palladium on activated charcoal; In methanol; N,N-dimethyl-formamide;

DOI:10.1021/jm00169a024

upstream raw materials:

(2R)-2-benzyl-3-<<(2-methoxyethyl)methylamino>carbonyl>propionic acid

(S)-2-Amino-N-[(1S,2R)-1-cyclohexylmethyl-2-((S)-3-ethyl-2-oxo-oxazolidin-5-yl)-2-hydroxy-ethyl]-3-(3H-imidazol-4-yl)-propionamide

(3R)-3-Benzyloxycarbonyl-3-phenylmethylpropionic acid

(S)-2-tert-Butoxycarbonylamino-3-(3H-imidazol-4-yl)-propionic acid

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