2-Benzyl-N-[(S)-1-[(1S,2R)-1-cyclohexylmethyl-2-hydroxy-3-(propane-2-sulfonyl)-propylcarbamoyl]-2-(1H-imidazol-4-yl)-ethyl]-3-phenyl-propionamide

Base Information

Chemical Name:2-Benzyl-N-[(S)-1-[(1S,2R)-1-cyclohexylmethyl-2-hydroxy-3-(propane-2-sulfonyl)-propylcarbamoyl]-2-(1H-imidazol-4-yl)-ethyl]-3-phenyl-propionamide
CAS No.:110269-31-3
Molecular Formula:C₃₅H₄₈N₄O₅S
Molecular Weight:636.856
Hs Code.:

2-Benzyl-N-[(S)-1-[(1S,2R)-1-cyclohexylmethyl-2-hydroxy-3-(propane-2-sulfonyl)-propylcarbamoyl]-2-(1H-imidazol-4-yl)-ethyl]-3-phenyl-propionamide

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Chemical Property of 2-Benzyl-N-[(S)-1-[(1S,2R)-1-cyclohexylmethyl-2-hydroxy-3-(propane-2-sulfonyl)-propylcarbamoyl]-2-(1H-imidazol-4-yl)-ethyl]-3-phenyl-propionamide

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Technology Process of 2-Benzyl-N-[(S)-1-[(1S,2R)-1-cyclohexylmethyl-2-hydroxy-3-(propane-2-sulfonyl)-propylcarbamoyl]-2-(1H-imidazol-4-yl)-ethyl]-3-phenyl-propionamide

There total 6 articles about 2-Benzyl-N-[(S)-1-[(1S,2R)-1-cyclohexylmethyl-2-hydroxy-3-(propane-2-sulfonyl)-propylcarbamoyl]-2-(1H-imidazol-4-yl)-ethyl]-3-phenyl-propionamide 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:

: 107202-61-9
(2R,3S)-3-(t-butoxycarbonylamino)-4-cyclohexyl-1,2-epoxybutane

: 110269-31-3
2-Benzyl-N-[(S)-1-[(1S,2R)-1-cyclohexylmethyl-2-hydroxy-3-(propane-2-sulfonyl)-propylcarbamoyl]-2-(1H-imidazol-4-yl)-ethyl]-3-phenyl-propionamide

Guidance literature:: Multi-step reaction with 6 steps

1: 59 percent / triethylamine / methanol / 2 h / Heating

2: 97 percent / m-chloroperoxybenzoic acid / CH₂Cl₂ / 1 h

3: HCl / ethanol / Ambient temperature

4: 1-hydroxybenzotriazole monohydrate (HOBt), N-methylmorpholine, 1-<3-(dimethylamino)propyl>-3-ethylcarbodiimide hydrochloride / dimethylformamide / -23 - 20 °C

5: HCl / ethanol / Ambient temperature

6: N-hydroxysuccinimide, N-methylmorpholine / dimethylformamide / 1.) 0 deg C, 2 h, 2.) RT, overnight

With 4-methyl-morpholine; hydrogenchloride; 1-hydroxy-pyrrolidine-2,5-dione; 1-hydroxybenzotriazol-hydrate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; 3-chloro-benzenecarboperoxoic acid; In methanol; ethanol; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/jm00394a035

Reference yield:

: 110206-09-2
(2R,3S)-3-(t-Boc-amino)-4-cyclohexyl-1-(isopropylsulfonyl)-2-hydroxybutane

: 110269-31-3
2-Benzyl-N-[(S)-1-[(1S,2R)-1-cyclohexylmethyl-2-hydroxy-3-(propane-2-sulfonyl)-propylcarbamoyl]-2-(1H-imidazol-4-yl)-ethyl]-3-phenyl-propionamide

Guidance literature:: Multi-step reaction with 4 steps

1: HCl / ethanol / Ambient temperature

2: 1-hydroxybenzotriazole monohydrate (HOBt), N-methylmorpholine, 1-<3-(dimethylamino)propyl>-3-ethylcarbodiimide hydrochloride / dimethylformamide / -23 - 20 °C

3: HCl / ethanol / Ambient temperature

4: N-hydroxysuccinimide, N-methylmorpholine / dimethylformamide / 1.) 0 deg C, 2 h, 2.) RT, overnight

With 4-methyl-morpholine; hydrogenchloride; 1-hydroxy-pyrrolidine-2,5-dione; 1-hydroxybenzotriazol-hydrate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In ethanol; N,N-dimethyl-formamide;
DOI:10.1021/jm00394a035

Reference yield:

: 103127-91-9
(2R,3S)-4-cyclohexyl-1-(isopropylsulfonyl)-2-hydroxybutane hydrochloride

: 110269-31-3
2-Benzyl-N-[(S)-1-[(1S,2R)-1-cyclohexylmethyl-2-hydroxy-3-(propane-2-sulfonyl)-propylcarbamoyl]-2-(1H-imidazol-4-yl)-ethyl]-3-phenyl-propionamide

Guidance literature:: Multi-step reaction with 3 steps

1: 1-hydroxybenzotriazole monohydrate (HOBt), N-methylmorpholine, 1-<3-(dimethylamino)propyl>-3-ethylcarbodiimide hydrochloride / dimethylformamide / -23 - 20 °C

2: HCl / ethanol / Ambient temperature

3: N-hydroxysuccinimide, N-methylmorpholine / dimethylformamide / 1.) 0 deg C, 2 h, 2.) RT, overnight

With 4-methyl-morpholine; hydrogenchloride; 1-hydroxy-pyrrolidine-2,5-dione; 1-hydroxybenzotriazol-hydrate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In ethanol; N,N-dimethyl-formamide;
DOI:10.1021/jm00394a035