N¹-(2-benzylcarbamoyl-2-hydroxy-1-methyl-ethyl)-2-[2-(3,3-dimethyl-butyrylamino)-3,3-dimethyl-butyrylamino]-N⁴,N⁴-dimethyl-succinamide

Base Information

• Chemical Name: N¹-(2-benzylcarbamoyl-2-hydroxy-1-methyl-ethyl)-2-[2-(3,3-dimethyl-butyrylamino)-3,3-dimethyl-butyrylamino]-N⁴,N⁴-dimethyl-succinamide
• CAS No.: 453509-76-7
• Molecular Formula: C₂₉H₄₇N₅O₆
• Molecular Weight: 561.722

Synonyms:N¹-(2-benzylcarbamoyl-2-hydroxy-1-methyl-ethyl)-2-[2-(3,3-dimethyl-butyrylamino)-3,3-dimethyl-butyrylamino]-N⁴,N⁴-dimethyl-succinamide

Chemical Property of N¹-(2-benzylcarbamoyl-2-hydroxy-1-methyl-ethyl)-2-[2-(3,3-dimethyl-butyrylamino)-3,3-dimethyl-butyrylamino]-N⁴,N⁴-dimethyl-succinamide

Chemical Property:

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Technology Process of N¹-(2-benzylcarbamoyl-2-hydroxy-1-methyl-ethyl)-2-[2-(3,3-dimethyl-butyrylamino)-3,3-dimethyl-butyrylamino]-N⁴,N⁴-dimethyl-succinamide

There total 9 articles about N¹-(2-benzylcarbamoyl-2-hydroxy-1-methyl-ethyl)-2-[2-(3,3-dimethyl-butyrylamino)-3,3-dimethyl-butyrylamino]-N⁴,N⁴-dimethyl-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: 71.0%

(S)-2-(3,3-Dimethyl-butyrylamino)-3,3-dimethyl-butyric acid (453509-70-1) + 2-amino-N1-(2-benzylcarbamoyl-2-hydroxy-1-methyl-ethyl)-N4,N4-dimethyl-succinamide → N1-(2-benzylcarbamoyl-2-hydroxy-1-methyl-ethyl)-2-[2-(3,3-dimethyl-butyrylamino)-3,3-dimethyl-butyrylamino]-N4,N4-dimethyl-succinamide (453509-76-7)

Guidance literature:

With 2,4,6-trimethyl-pyridine; benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate; In dichloromethane; at 20 ℃;

DOI:10.1016/S0040-4039(02)00728-1

Reference yield:

tert-Butylacetic acid (1070-83-3) → N1-(2-benzylcarbamoyl-2-hydroxy-1-methyl-ethyl)-2-[2-(3,3-dimethyl-butyrylamino)-3,3-dimethyl-butyrylamino]-N4,N4-dimethyl-succinamide (453509-76-7)

Guidance literature:

Multi-step reaction with 3 steps

1: N-hydroxybenzotriazole; EDCI; N-methylmorpholine / CH₂Cl₂

2: 91 percent / H₂ / Pd/C / propan-2-ol

3: 71 percent / pyBOP; sym-collidine / CH₂Cl₂ / 20 °C

With 4-methyl-morpholine; 2,4,6-trimethyl-pyridine; benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate; hydrogen; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; palladium on activated charcoal; In dichloromethane; isopropyl alcohol;

DOI:10.1016/S0040-4039(02)00728-1

Reference yield:

N-tert-butyloxycarbonyl-L-tert-leucine (62965-35-9) → N1-(2-benzylcarbamoyl-2-hydroxy-1-methyl-ethyl)-2-[2-(3,3-dimethyl-butyrylamino)-3,3-dimethyl-butyrylamino]-N4,N4-dimethyl-succinamide (453509-76-7)

Guidance literature:

Multi-step reaction with 5 steps

1.1: Boc-ON; Et₃N / dioxane

1.2: N-ethyl-N-(3-dimethylaminopropyl)carbodiimide; 4-dimethylaminopyridine / CH₂Cl₂ / 0 °C

2.1: CF₃CO₂H / CH₂Cl₂

3.1: N-hydroxybenzotriazole; EDCI; N-methylmorpholine / CH₂Cl₂

4.1: 91 percent / H₂ / Pd/C / propan-2-ol

5.1: 71 percent / pyBOP; sym-collidine / CH₂Cl₂ / 20 °C

With 4-methyl-morpholine; 2,4,6-trimethyl-pyridine; 2-(tert-Butoxycarbonyloxyimino)-2-phenylacetonitrile; benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate; hydrogen; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; trifluoroacetic acid; palladium on activated charcoal; In 1,4-dioxane; dichloromethane; isopropyl alcohol;

DOI:10.1016/S0040-4039(02)00728-1

upstream raw materials:

(S)-2-(3,3-Dimethyl-butyrylamino)-3,3-dimethyl-butyric acid

tert-Butylacetic acid

N-tert-butyloxycarbonyl-L-tert-leucine

(S)-2-tert-Butoxycarbonylamino-N,N-dimethyl-succinamic acid benzyl ester

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