(S)-2-((S)-1-Benzyl-2-morpholin-4-yl-2-oxo-ethoxy)-N-((1S,2R,3S)-1-cyclohexylmethyl-2,3-dihydroxy-5-methyl-hexyl)-propionamide

Base Information

• Chemical Name: (S)-2-((S)-1-Benzyl-2-morpholin-4-yl-2-oxo-ethoxy)-N-((1S,2R,3S)-1-cyclohexylmethyl-2,3-dihydroxy-5-methyl-hexyl)-propionamide
• CAS No.: 130317-41-8
• Molecular Formula: C₃₀H₄₈N₂O₆
• Molecular Weight: 532.721
• Mol file: 130317-41-8.mol

Synonyms:

Chemical Property of (S)-2-((S)-1-Benzyl-2-morpholin-4-yl-2-oxo-ethoxy)-N-((1S,2R,3S)-1-cyclohexylmethyl-2,3-dihydroxy-5-methyl-hexyl)-propionamide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (S)-2-((S)-1-Benzyl-2-morpholin-4-yl-2-oxo-ethoxy)-N-((1S,2R,3S)-1-cyclohexylmethyl-2,3-dihydroxy-5-methyl-hexyl)-propionamide

There total 3 articles about (S)-2-((S)-1-Benzyl-2-morpholin-4-yl-2-oxo-ethoxy)-N-((1S,2R,3S)-1-cyclohexylmethyl-2,3-dihydroxy-5-methyl-hexyl)-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:

L-3-phenyllactic acid (20312-36-1) → (S)-2-((S)-1-Benzyl-2-morpholin-4-yl-2-oxo-ethoxy)-N-((1S,2R,3S)-1-cyclohexylmethyl-2,3-dihydroxy-5-methyl-hexyl)-propionamide (130317-41-8)

Guidance literature:

Multi-step reaction with 3 steps

1: 1.) 1-hydroxybenztriazole hydrate (HOBT), 2.) 1-<3-(dimethylamino)propyl>-3-ethylcarbodiimide hydrochloride (EDC) / 1.) DMF, -20 deg C, 2.) DMF, from -20 deg C to RT, overnight

2: 1.) NaH / 1.) THF, DMF, 45 deg C, 3 h, 2.) THF, 45 deg C , 45 min

3: 1.) 1-hydroxybenztriazole (HOBT), N-methylmorpholine, 2.) 1-<3-(dimethylamino)propyl>-3-ethylcarbodiimide hydrochloride / 1.) DMF, -23 deg C, 2.) DMF, from -23 deg C to RT, 18 h

With 4-methyl-morpholine; sodium hydride; benzotriazol-1-ol; 1-hydroxybenzotriazol-hydrate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride;

DOI:10.1021/jm00088a006

Reference yield:

(S)-2-hydroxy-1-morpholin-4-yl-3-phenyl-propan-1-one (130316-81-3) → (S)-2-((S)-1-Benzyl-2-morpholin-4-yl-2-oxo-ethoxy)-N-((1S,2R,3S)-1-cyclohexylmethyl-2,3-dihydroxy-5-methyl-hexyl)-propionamide (130317-41-8)

Guidance literature:

Multi-step reaction with 2 steps

1: 1.) NaH / 1.) THF, DMF, 45 deg C, 3 h, 2.) THF, 45 deg C , 45 min

2: 1.) 1-hydroxybenztriazole (HOBT), N-methylmorpholine, 2.) 1-<3-(dimethylamino)propyl>-3-ethylcarbodiimide hydrochloride / 1.) DMF, -23 deg C, 2.) DMF, from -23 deg C to RT, 18 h

With 4-methyl-morpholine; sodium hydride; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride;

DOI:10.1021/jm00088a006

Reference yield:

(S)-2-amino-1-cyclohexyl-(R)-3,(S)-4-dihydroxy-6-methylheptane hydrochloride (104882-45-3) + 2-((S)-1-Benzyl-2-morpholin-4-yl-2-oxo-ethoxy)-propionic acid (141047-75-8) → (S)-2-((S)-1-Benzyl-2-morpholin-4-yl-2-oxo-ethoxy)-N-((1S,2R,3S)-1-cyclohexylmethyl-2,3-dihydroxy-5-methyl-hexyl)-propionamide (130317-41-8)

Guidance literature:

With 4-methyl-morpholine; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; Multistep reaction; 1.) DMF, -23 deg C, 2.) DMF, from -23 deg C to RT, 18 h;

DOI:10.1021/jm00088a006

upstream raw materials:

(S)-2-amino-1-cyclohexyl-(R)-3,(S)-4-dihydroxy-6-methylheptane hydrochloride

2-((S)-1-Benzyl-2-morpholin-4-yl-2-oxo-ethoxy)-propionic acid

L-3-phenyllactic acid

(S)-2-hydroxy-1-morpholin-4-yl-3-phenyl-propan-1-one