(S)-2-[3-(2-amino-1-methylethyl)-2-(3,5-dimethylphenyl)-1H-indol-5-yl]-2-methylpropionic acid ethyl ester

Base Information

• Chemical Name: (S)-2-[3-(2-amino-1-methylethyl)-2-(3,5-dimethylphenyl)-1H-indol-5-yl]-2-methylpropionic acid ethyl ester
• CAS No.: 217192-27-3
• Molecular Formula: C₂₅H₃₂N₂O₂
• Molecular Weight: 392.541
• DSSTox Substance ID: DTXSID701120359
• Nikkaji Number: J1.575.385D
• Mol file: 217192-27-3.mol

Synonyms:SCHEMBL7515938;QOSIBBSIQRUGIF-QGZVFWFLSA-N;DTXSID701120359;(S)-2-[3-(2-amino-1-methylethyl)-2-(3,5-dimethylphenyl)-1H-indol-5-yl]-2-methylpropionic acid ethyl ester;217192-27-3

Chemical Property of (S)-2-[3-(2-amino-1-methylethyl)-2-(3,5-dimethylphenyl)-1H-indol-5-yl]-2-methylpropionic acid ethyl ester

Chemical Property:

• XLogP3: 5.2
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 7
• Exact Mass: 392.246378268
• Heavy Atom Count: 29
• Complexity: 553

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CCOC(=O)C(C)(C)C1=CC2=C(C=C1)NC(=C2C(C)CN)C3=CC(=CC(=C3)C)C
• Isomeric SMILES: CCOC(=O)C(C)(C)C1=CC2=C(C=C1)NC(=C2[C@H](C)CN)C3=CC(=CC(=C3)C)C

Technology Process of (S)-2-[3-(2-amino-1-methylethyl)-2-(3,5-dimethylphenyl)-1H-indol-5-yl]-2-methylpropionic acid ethyl ester

There total 2 articles about (S)-2-[3-(2-amino-1-methylethyl)-2-(3,5-dimethylphenyl)-1H-indol-5-yl]-2-methylpropionic acid ethyl 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: 16.0%

(S)-4-chloro-1-(3,5-dimethylphenyl)-3-methylbutan-1-one (376364-28-2) + ethyl 2-(4-hydrazinophenyl)-2-methylpropanoate (192643-90-6) → (S)-2-[3-(2-amino-1-methylethyl)-2-(3,5-dimethylphenyl)-1H-indol-5-yl]-2-methylpropionic acid ethyl ester (217192-27-3)

Guidance literature:

With hydrogenchloride; In tert-butyl alcohol; Heating;

DOI:10.1016/S0040-4039(01)01288-6

Reference yield:

(S)-2-[3-(2-amino-1-methylethyl)-7-bromo-2-(3,5-dimethylphenyl)-1H-indol-5-yl]-2-methylpropionic acid ethyl ester → (S)-2-[3-(2-amino-1-methylethyl)-2-(3,5-dimethylphenyl)-1H-indol-5-yl]-2-methylpropionic acid ethyl ester (217192-27-3)

Guidance literature:

With hydrogen; palladium; In methanol;

Reference yield:

di-tert-butyl dicarbonate (24424-99-5) + ammonium chloride + (S)-2-[3-(2-amino-1-methylethyl)-2-(3,5-dimethylphenyl)-1H-indol-5-yl]-2-methylpropionic acid ethyl ester (217192-27-3) → (S)-2-[3-(2-tert-butoxycarbonylamino-1-methylethyl)-2-(3,5-dimethylphenyl)-1H-indol-5-yl]-2-methylpropionic acid ethyl ester (217192-28-4)

Guidance literature:

With potassium carbonate; In tetrahydrofuran; water;

upstream raw materials:

(S)-4-chloro-1-(3,5-dimethylphenyl)-3-methylbutan-1-one

ethyl 2-(4-hydrazinophenyl)-2-methylpropanoate

Downstream raw materials:

2-{2-(3,5-dimethyl-phenyl)-3-[1-methyl-2-(4-pyridin-4-yl-butylamino)-ethyl]-1H-indol-5-yl}-2-methyl-propionic acid ethyl ester

(S)-2-[3-(2-tert-butoxycarbonylamino-1-methylethyl)-2-(3,5-dimethylphenyl)-1H-indol-5-yl]-2-methylpropionic acid ethyl ester

(S)-2-[3-(2-tert-butoxycarbonylamino-1-methylethyl)-2-(3,5-dimethylphenyl)-1H-indol-5-yl]-2-methylpropionic acid

(S)-2-[3-(2-amino-1-methylethyl)-2-(3,5-dimethylphenyl)-1H-indol-5-yl]-1-(2-aza-bicyclo[2.2.2]oct-2-yl)-2-methylpropan-1-one