4-((R)-1-Methoxycarbonyl-2-phenyl-ethylcarbamoyl)-3,3-dimethyl-butyric acid

Base Information

• Chemical Name: 4-((R)-1-Methoxycarbonyl-2-phenyl-ethylcarbamoyl)-3,3-dimethyl-butyric acid
• CAS No.: 128684-34-4
• Molecular Formula: C₁₇H₂₃NO₅
• Molecular Weight: 321.373
• Mol file: 128684-34-4.mol

Synonyms:4-((R)-1-Methoxycarbonyl-2-phenyl-ethylcarbamoyl)-3,3-dimethyl-butyric acid

Chemical Property of 4-((R)-1-Methoxycarbonyl-2-phenyl-ethylcarbamoyl)-3,3-dimethyl-butyric acid

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 4-((R)-1-Methoxycarbonyl-2-phenyl-ethylcarbamoyl)-3,3-dimethyl-butyric acid

There total 1 articles about 4-((R)-1-Methoxycarbonyl-2-phenyl-ethylcarbamoyl)-3,3-dimethyl-butyric acid 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: 96.0%

3,3-dimethylglutaric anhydride (4160-82-1) + D-phenylalanine methyl ester hydrochloride (13033-84-6) → 4-((R)-1-Methoxycarbonyl-2-phenyl-ethylcarbamoyl)-3,3-dimethyl-butyric acid (128684-34-4)

Guidance literature:

With triethylamine; In N,N-dimethyl-formamide; for 16h; Ambient temperature;

DOI:10.1021/jm00171a034

Reference yield: 75.0%

4-((R)-1-Methoxycarbonyl-2-phenyl-ethylcarbamoyl)-3,3-dimethyl-butyric acid (128684-34-4) + Boc-Lys-D-Trp-(S)-(-)-2-methylbutylamide (128684-39-9) → (R)-2-(4-{(S)-5-tert-Butoxycarbonylamino-5-[(R)-2-(1H-indol-3-yl)-1-((S)-2-methyl-butylcarbamoyl)-ethylcarbamoyl]-pentylcarbamoyl}-3,3-dimethyl-butyrylamino)-3-phenyl-propionic acid methyl ester (128684-42-4)

Guidance literature:

With benzotriazol-1-ol; triethylamine; dicyclohexyl-carbodiimide; In N,N-dimethyl-formamide;

DOI:10.1021/jm00171a034

Reference yield:

4-((R)-1-Methoxycarbonyl-2-phenyl-ethylcarbamoyl)-3,3-dimethyl-butyric acid (128684-34-4) → (2R,5S)-2-Benzyl-13,13-dimethyl-3,11,15-trioxo-1,4,10-triaza-cyclopentadecane-5-carboxylic acid [(R)-2-(1H-indol-3-yl)-1-((S)-2-methyl-butylcarbamoyl)-ethyl]-amide (128684-12-8)

Guidance literature:

Multi-step reaction with 4 steps

1: 75 percent / dicyclohexylcarbodiimide (DCCI), 1-hydroxybenzotriazole (HOBt), triethylamine / dimethylformamide

2: 4N aq. NaOH / methanol

3: 3N HCl, AcOH

4: 59 percent / NaHCO₃, diphenyl phosphorazidate / dimethylformamide / 4 °C

With hydrogenchloride; sodium hydroxide; diphenyl phosphoryl azide; sodium hydrogencarbonate; benzotriazol-1-ol; acetic acid; triethylamine; dicyclohexyl-carbodiimide; In methanol; N,N-dimethyl-formamide;

DOI:10.1021/jm00171a034

upstream raw materials:

3,3-dimethylglutaric anhydride

D-phenylalanine methyl ester hydrochloride

Downstream raw materials:

(R)-2-(4-{(S)-5-tert-Butoxycarbonylamino-5-[(R)-2-(1H-indol-3-yl)-1-((S)-2-methyl-butylcarbamoyl)-ethylcarbamoyl]-pentylcarbamoyl}-3,3-dimethyl-butyrylamino)-3-phenyl-propionic acid methyl ester

(2R,5S)-2-Benzyl-13,13-dimethyl-3,11,15-trioxo-1,4,10-triaza-cyclopentadecane-5-carboxylic acid [(R)-2-(1H-indol-3-yl)-1-((S)-2-methyl-butylcarbamoyl)-ethyl]-amide

(R)-2-(4-{(S)-5-Amino-5-[(R)-2-(1H-indol-3-yl)-1-((S)-2-methyl-butylcarbamoyl)-ethylcarbamoyl]-pentylcarbamoyl}-3,3-dimethyl-butyrylamino)-3-phenyl-propionic acid; hydrochloride