4-[(methyl-{1-[methyl-(1-methylcarbamoyl-2-phenyl-ethyl)-carbamoyl]-2-naphthalen-2-yl-ethyl}-carbamoyl)-methoxy]-piperidine-1-carboxylic acid tert-butyl ester

Base Information

• Chemical Name: 4-[(methyl-{1-[methyl-(1-methylcarbamoyl-2-phenyl-ethyl)-carbamoyl]-2-naphthalen-2-yl-ethyl}-carbamoyl)-methoxy]-piperidine-1-carboxylic acid tert-butyl ester
• CAS No.: 193086-03-2
• Molecular Formula: C₃₇H₄₈N₄O₆
• Molecular Weight: 644.811
• Mol file: 193086-03-2.mol

Synonyms:4-[(methyl-{1-[methyl-(1-methylcarbamoyl-2-phenyl-ethyl)-carbamoyl]-2-naphthalen-2-yl-ethyl}-carbamoyl)-methoxy]-piperidine-1-carboxylic acid tert-butyl ester

Chemical Property of 4-[(methyl-{1-[methyl-(1-methylcarbamoyl-2-phenyl-ethyl)-carbamoyl]-2-naphthalen-2-yl-ethyl}-carbamoyl)-methoxy]-piperidine-1-carboxylic acid tert-butyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 4-[(methyl-{1-[methyl-(1-methylcarbamoyl-2-phenyl-ethyl)-carbamoyl]-2-naphthalen-2-yl-ethyl}-carbamoyl)-methoxy]-piperidine-1-carboxylic acid tert-butyl ester

There total 2 articles about 4-[(methyl-{1-[methyl-(1-methylcarbamoyl-2-phenyl-ethyl)-carbamoyl]-2-naphthalen-2-yl-ethyl}-carbamoyl)-methoxy]-piperidine-1-carboxylic acid tert-butyl ester 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:

t-butyl 4-hydroxy piperidine-1-carboxylate (109384-19-2) → 4-[(methyl-{1-[methyl-(1-methylcarbamoyl-2-phenyl-ethyl)-carbamoyl]-2-naphthalen-2-yl-ethyl}-carbamoyl)-methoxy]-piperidine-1-carboxylic acid tert-butyl ester (193086-03-2)

Guidance literature:

Multi-step reaction with 3 steps

1.1: [Rh₂(OAc)4] / 1,2-dichloro-ethane / Heating

2.1: LiOH / methanol; H₂O

3.1: 1-hydroxy-7-azabenzotriazole; 1-ethyl-3-(3-dimethylaminopropyl)carbodiimide hydrochloride / CH₂Cl₂; dimethylformamide

3.2: iPr₂NEt / CH₂Cl₂; dimethylformamide

With lithium hydroxide; 1-hydroxy-7-aza-benzotriazole; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; dirhodium tetraacetate; In methanol; dichloromethane; water; 1,2-dichloro-ethane; N,N-dimethyl-formamide; 1.1: Etherification / 2.1: Hydrolysis / 3.1: Esterification / 3.2: Acylation;

DOI:10.1016/S0223-5234(99)80086-5

Reference yield:

4-(ethoxycarbonylmethoxy)piperidine-1-carboxylic acid tert-butylester (189889-45-0) → 4-[(methyl-{1-[methyl-(1-methylcarbamoyl-2-phenyl-ethyl)-carbamoyl]-2-naphthalen-2-yl-ethyl}-carbamoyl)-methoxy]-piperidine-1-carboxylic acid tert-butyl ester (193086-03-2)

Guidance literature:

Multi-step reaction with 2 steps

1.1: LiOH / methanol; H₂O

2.1: 1-hydroxy-7-azabenzotriazole; 1-ethyl-3-(3-dimethylaminopropyl)carbodiimide hydrochloride / CH₂Cl₂; dimethylformamide

2.2: iPr₂NEt / CH₂Cl₂; dimethylformamide

With lithium hydroxide; 1-hydroxy-7-aza-benzotriazole; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In methanol; dichloromethane; water; N,N-dimethyl-formamide; 1.1: Hydrolysis / 2.1: Esterification / 2.2: Acylation;

DOI:10.1016/S0223-5234(99)80086-5

Reference yield:

4-[(methyl-{1-[methyl-(1-methylcarbamoyl-2-phenyl-ethyl)-carbamoyl]-2-naphthalen-2-yl-ethyl}-carbamoyl)-methoxy]-piperidine-1-carboxylic acid tert-butyl ester (193086-03-2) → (2R)-N-methyl-N-((1R)-1-(methylcarbamoyl)-2-phenylethyl)-2-(N-methyl-N-[{piperidin-4-yloxy}acetyl]amino)-3-(2-naphthyl)propionamide

Guidance literature:

With trifluoroacetic acid; In dichloromethane; at 0 ℃;

DOI:10.1016/S0223-5234(99)80086-5

upstream raw materials:

t-butyl 4-hydroxy piperidine-1-carboxylate

4-(ethoxycarbonylmethoxy)piperidine-1-carboxylic acid tert-butylester