(2R,3S)-N⁴-Benzyloxy-N¹-((S)-2,2-dimethyl-1-methylcarbamoyl-propyl)-2-isobutyl-3-methyl-succinamide

Base Information

• Chemical Name: (2R,3S)-N⁴-Benzyloxy-N¹-((S)-2,2-dimethyl-1-methylcarbamoyl-propyl)-2-isobutyl-3-methyl-succinamide
• CAS No.: 145337-58-2
• Molecular Formula: C₂₃H₃₇N₃O₄
• Molecular Weight: 419.564

Synonyms:(2R,3S)-N⁴-Benzyloxy-N¹-((S)-2,2-dimethyl-1-methylcarbamoyl-propyl)-2-isobutyl-3-methyl-succinamide

Chemical Property of (2R,3S)-N⁴-Benzyloxy-N¹-((S)-2,2-dimethyl-1-methylcarbamoyl-propyl)-2-isobutyl-3-methyl-succinamide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (2R,3S)-N⁴-Benzyloxy-N¹-((S)-2,2-dimethyl-1-methylcarbamoyl-propyl)-2-isobutyl-3-methyl-succinamide

There total 9 articles about (2R,3S)-N⁴-Benzyloxy-N¹-((S)-2,2-dimethyl-1-methylcarbamoyl-propyl)-2-isobutyl-3-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:

(R)-2-hydroxy-4-methylpentanoic acid (20312-37-2,498-36-2) → (2R,3S)-N4-Benzyloxy-N1-((S)-2,2-dimethyl-1-methylcarbamoyl-propyl)-2-isobutyl-3-methyl-succinamide (145337-58-2)

Guidance literature:

Multi-step reaction with 9 steps

1: NEt₃ / ethyl acetate / Heating

2: pyridine

3: NaH

4: NaH

5: H₂ / Pd-C

6: N-methylmorpholine / toluene / Heating

7: EDAC, HOBT

8: CF₃SO₂OSiMe₃, NEt₃ / dioxane / Heating

9: EDAC, HOBT

With 4-methyl-morpholine; trimethylsilyl trifluoromethanesulfonate; hydrogen; sodium hydride; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; palladium on activated charcoal; In 1,4-dioxane; pyridine; ethyl acetate; toluene;

DOI:10.1016/S0960-894X(97)00416-2

Reference yield:

benzyl (R)-2-hydroxy-4-methylpentanoate (37755-48-9) → (2R,3S)-N4-Benzyloxy-N1-((S)-2,2-dimethyl-1-methylcarbamoyl-propyl)-2-isobutyl-3-methyl-succinamide (145337-58-2)

Guidance literature:

Multi-step reaction with 8 steps

1: pyridine

2: NaH

3: NaH

4: H₂ / Pd-C

5: N-methylmorpholine / toluene / Heating

6: EDAC, HOBT

7: CF₃SO₂OSiMe₃, NEt₃ / dioxane / Heating

8: EDAC, HOBT

With 4-methyl-morpholine; trimethylsilyl trifluoromethanesulfonate; hydrogen; sodium hydride; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; palladium on activated charcoal; In 1,4-dioxane; pyridine; toluene;

DOI:10.1016/S0960-894X(97)00416-2

Reference yield:

benzyl 2R-trifluoromethanesulfonyloxy-4-methylvalerate (130317-28-1) → (2R,3S)-N4-Benzyloxy-N1-((S)-2,2-dimethyl-1-methylcarbamoyl-propyl)-2-isobutyl-3-methyl-succinamide (145337-58-2)

Guidance literature:

Multi-step reaction with 7 steps

1: NaH

2: NaH

3: H₂ / Pd-C

4: N-methylmorpholine / toluene / Heating

5: EDAC, HOBT

6: CF₃SO₂OSiMe₃, NEt₃ / dioxane / Heating

7: EDAC, HOBT

With 4-methyl-morpholine; trimethylsilyl trifluoromethanesulfonate; hydrogen; sodium hydride; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; palladium on activated charcoal; In 1,4-dioxane; toluene;

DOI:10.1016/S0960-894X(97)00416-2

upstream raw materials:

N-benzyloxyamine

(R)-2-hydroxy-4-methylpentanoic acid

benzyl (R)-2-hydroxy-4-methylpentanoate

benzyl 2R-trifluoromethanesulfonyloxy-4-methylvalerate

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