(R)-3-[(S)-1-(2-Benzyloxycarbonylamino-ethylcarbamoyl)-2-(1H-indol-3-yl)-ethylcarbamoyl]-5-methyl-hexanoic acid methyl ester

Base Information

• Chemical Name: (R)-3-[(S)-1-(2-Benzyloxycarbonylamino-ethylcarbamoyl)-2-(1H-indol-3-yl)-ethylcarbamoyl]-5-methyl-hexanoic acid methyl ester
• CAS No.: 200865-67-4
• Molecular Formula: C₃₀H₃₈N₄O₆
• Molecular Weight: 550.655
• Mol file: 200865-67-4.mol

Synonyms:(R)-3-[(S)-1-(2-Benzyloxycarbonylamino-ethylcarbamoyl)-2-(1H-indol-3-yl)-ethylcarbamoyl]-5-methyl-hexanoic acid methyl ester

Chemical Property of (R)-3-[(S)-1-(2-Benzyloxycarbonylamino-ethylcarbamoyl)-2-(1H-indol-3-yl)-ethylcarbamoyl]-5-methyl-hexanoic acid methyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (R)-3-[(S)-1-(2-Benzyloxycarbonylamino-ethylcarbamoyl)-2-(1H-indol-3-yl)-ethylcarbamoyl]-5-methyl-hexanoic acid methyl ester

There total 8 articles about (R)-3-[(S)-1-(2-Benzyloxycarbonylamino-ethylcarbamoyl)-2-(1H-indol-3-yl)-ethylcarbamoyl]-5-methyl-hexanoic acid methyl 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:

2-methyl-2-propen-1-yl succinic anhydride (18908-20-8) → (R)-3-[(S)-1-(2-Benzyloxycarbonylamino-ethylcarbamoyl)-2-(1H-indol-3-yl)-ethylcarbamoyl]-5-methyl-hexanoic acid methyl ester (200865-67-4)

Guidance literature:

Multi-step reaction with 5 steps

1: 97.6 percent / H₂ / 10percent Pd/C / toluene / 14 h / 60 - 70 °C / 3102.9 Torr

2: 55.9 percent / 192 h / Ambient temperature

3: 64 percent / diethyl ether / 24 h / Ambient temperature

4: 98 percent / 1 N HCl / CHCl₃

5: 1.) CDI, 2.) Et₃N / 1.) THF, RT, 2 h, 2.) THF, RT

With hydrogenchloride; hydrogen; triethylamine; 1,1'-carbonyldiimidazole; palladium on activated charcoal; In diethyl ether; chloroform; toluene;

DOI:10.1021/jm970494j

Reference yield:

2-benzyloxycarbonylaminoethylamine (72080-83-2) → (R)-3-[(S)-1-(2-Benzyloxycarbonylamino-ethylcarbamoyl)-2-(1H-indol-3-yl)-ethylcarbamoyl]-5-methyl-hexanoic acid methyl ester (200865-67-4)

Guidance literature:

Multi-step reaction with 3 steps

1: 1.) CDI / 1.) THF, RT, 2 h, 2.) THF, RT, 24 h

2: 100 percent / 4 N HCl / dioxane; methanol / 4 h / Ambient temperature

3: 1.) CDI, 2.) Et₃N / 1.) THF, RT, 2 h, 2.) THF, RT

With hydrogenchloride; triethylamine; 1,1'-carbonyldiimidazole; In 1,4-dioxane; methanol;

DOI:10.1021/jm970494j

Reference yield:

Boc-Trp-OH (13139-14-5) → (R)-3-[(S)-1-(2-Benzyloxycarbonylamino-ethylcarbamoyl)-2-(1H-indol-3-yl)-ethylcarbamoyl]-5-methyl-hexanoic acid methyl ester (200865-67-4)

Guidance literature:

Multi-step reaction with 3 steps

1: 1.) CDI / 1.) THF, RT, 2 h, 2.) THF, RT, 24 h

2: 100 percent / 4 N HCl / dioxane; methanol / 4 h / Ambient temperature

3: 1.) CDI, 2.) Et₃N / 1.) THF, RT, 2 h, 2.) THF, RT

With hydrogenchloride; triethylamine; 1,1'-carbonyldiimidazole; In 1,4-dioxane; methanol;

DOI:10.1021/jm970494j

upstream raw materials:

(2R)-2-[(methoxycarbonyl)methyl]-4-methylpentanoic acid

2-methyl-2-propen-1-yl succinic anhydride

2-benzyloxycarbonylaminoethylamine

Boc-Trp-OH