(R)-2-Benzyl-N-[(S)-1-[(1S,2R)-1-cyclohexylmethyl-2-((S)-3-ethyl-2-oxo-oxazolidin-5-yl)-2-hydroxy-ethylcarbamoyl]-2-(1-methyl-1H-imidazol-4-yl)-ethyl]-4-morpholin-4-yl-4-oxo-butyramide

Base Information

• Chemical Name: (R)-2-Benzyl-N-[(S)-1-[(1S,2R)-1-cyclohexylmethyl-2-((S)-3-ethyl-2-oxo-oxazolidin-5-yl)-2-hydroxy-ethylcarbamoyl]-2-(1-methyl-1H-imidazol-4-yl)-ethyl]-4-morpholin-4-yl-4-oxo-butyramide
• CAS No.: 131067-26-0
• Molecular Formula: C₃₆H₅₂N₆O₇
• Molecular Weight: 680.845
• Mol file: 131067-26-0.mol

Synonyms:

Chemical Property of (R)-2-Benzyl-N-[(S)-1-[(1S,2R)-1-cyclohexylmethyl-2-((S)-3-ethyl-2-oxo-oxazolidin-5-yl)-2-hydroxy-ethylcarbamoyl]-2-(1-methyl-1H-imidazol-4-yl)-ethyl]-4-morpholin-4-yl-4-oxo-butyramide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (R)-2-Benzyl-N-[(S)-1-[(1S,2R)-1-cyclohexylmethyl-2-((S)-3-ethyl-2-oxo-oxazolidin-5-yl)-2-hydroxy-ethylcarbamoyl]-2-(1-methyl-1H-imidazol-4-yl)-ethyl]-4-morpholin-4-yl-4-oxo-butyramide

There total 5 articles about (R)-2-Benzyl-N-[(S)-1-[(1S,2R)-1-cyclohexylmethyl-2-((S)-3-ethyl-2-oxo-oxazolidin-5-yl)-2-hydroxy-ethylcarbamoyl]-2-(1-methyl-1H-imidazol-4-yl)-ethyl]-4-morpholin-4-yl-4-oxo-butyramide 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:

Nα-(tert-butoxycarbony1)- Nτ-methyl-L-histidine (61070-20-0) → (R)-2-Benzyl-N-[(S)-1-[(1S,2R)-1-cyclohexylmethyl-2-((S)-3-ethyl-2-oxo-oxazolidin-5-yl)-2-hydroxy-ethylcarbamoyl]-2-(1-methyl-1H-imidazol-4-yl)-ethyl]-4-morpholin-4-yl-4-oxo-butyramide (131067-26-0)

Guidance literature:

Multi-step reaction with 3 steps

1: 86 percent / 1-hydroxybenzotriazole, N-methylmorpholine, 1-ethyl-3-<3-(dimethylamino)propyl>carbodiimide hydrochloride (EDC) / dimethylformamide / 1.) -23 deg C, 2 h, 2.) RT, 15 h

2: 4 M HCl / dioxane / 1 h / Ambient temperature

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

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

DOI:10.1021/jm00056a005

Reference yield:

(1'R,2'S,5S)-5-(2'-amino-3'-cyclohexyl-1'-hydroxypropyl)-3-ethyloxazolidin-2-one (122225-24-5) → (R)-2-Benzyl-N-[(S)-1-[(1S,2R)-1-cyclohexylmethyl-2-((S)-3-ethyl-2-oxo-oxazolidin-5-yl)-2-hydroxy-ethylcarbamoyl]-2-(1-methyl-1H-imidazol-4-yl)-ethyl]-4-morpholin-4-yl-4-oxo-butyramide (131067-26-0)

Guidance literature:

Multi-step reaction with 3 steps

1: 86 percent / 1-hydroxybenzotriazole, N-methylmorpholine, 1-ethyl-3-<3-(dimethylamino)propyl>carbodiimide hydrochloride (EDC) / dimethylformamide / 1.) -23 deg C, 2 h, 2.) RT, 15 h

2: 4 M HCl / dioxane / 1 h / Ambient temperature

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

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

DOI:10.1021/jm00056a005

Reference yield:

(1'R,2'S,5S)-5-<2'-<(tert-butyloxycarbonyl)amino>-3'-cyclohexyl-1'-(methoxymethoxy)propyl>-3-ethyloxazolidin-2-one → (R)-2-Benzyl-N-[(S)-1-[(1S,2R)-1-cyclohexylmethyl-2-((S)-3-ethyl-2-oxo-oxazolidin-5-yl)-2-hydroxy-ethylcarbamoyl]-2-(1-methyl-1H-imidazol-4-yl)-ethyl]-4-morpholin-4-yl-4-oxo-butyramide (131067-26-0)

Guidance literature:

Multi-step reaction with 4 steps

1: 95 percent / 4.5 M ethanolic HCl / 1 h / Ambient temperature

2: 86 percent / 1-hydroxybenzotriazole, N-methylmorpholine, 1-ethyl-3-<3-(dimethylamino)propyl>carbodiimide hydrochloride (EDC) / dimethylformamide / 1.) -23 deg C, 2 h, 2.) RT, 15 h

3: 4 M HCl / dioxane / 1 h / Ambient temperature

4: 1-hydroxybenzotriazole, N-methylmorpholine, 1-ethyl-3-<3-(dimethylamino)propyl>carbodiimide hydrochloride (EDC) / dimethylformamide / 1.) -23 deg C, 2 h, 2.) RT, overnight

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

DOI:10.1021/jm00056a005

upstream raw materials:

2(R)-2-<(4-morpholinylcarbonyl)methyl>-3-phenylpropionic acid

N^α-(tert-butoxycarbony1)- N^τ-methyl-L-histidine

(1'R,2'S,5S)-5-(2'-amino-3'-cyclohexyl-1'-hydroxypropyl)-3-ethyloxazolidin-2-one

N-(tert-butyloxycarbonyl)-τ-methyl-L-histidine amide of (1'R,2'S,5S)-5-(2'-amino-3'-cyclohexyl-1'-hydroxypropyl)-3-ethyloxazolidin-2-one