N-{(1S,2S)-1-[(S)-1-Hydroxymethyl-2-(1H-indol-3-yl)-ethylcarbamoyl]-2-methyl-butyl}-benzamide

Base Information

• Chemical Name: N-{(1S,2S)-1-[(S)-1-Hydroxymethyl-2-(1H-indol-3-yl)-ethylcarbamoyl]-2-methyl-butyl}-benzamide
• CAS No.: 161709-08-6
• Molecular Formula: C₂₄H₂₉N₃O₃
• Molecular Weight: 407.513
• Mol file: 161709-08-6.mol

Synonyms:N-{(1S,2S)-1-[(S)-1-Hydroxymethyl-2-(1H-indol-3-yl)-ethylcarbamoyl]-2-methyl-butyl}-benzamide

Chemical Property of N-{(1S,2S)-1-[(S)-1-Hydroxymethyl-2-(1H-indol-3-yl)-ethylcarbamoyl]-2-methyl-butyl}-benzamide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of N-{(1S,2S)-1-[(S)-1-Hydroxymethyl-2-(1H-indol-3-yl)-ethylcarbamoyl]-2-methyl-butyl}-benzamide

There total 4 articles about N-{(1S,2S)-1-[(S)-1-Hydroxymethyl-2-(1H-indol-3-yl)-ethylcarbamoyl]-2-methyl-butyl}-benzamide 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:

benzyl (S)-(1-hydroxy-3-(1H-indol-3-yl)propan-2-yl)carbamate (61535-47-5,58889-48-8) → N-{(1S,2S)-1-[(S)-1-Hydroxymethyl-2-(1H-indol-3-yl)-ethylcarbamoyl]-2-methyl-butyl}-benzamide (161709-08-6)

Guidance literature:

Multi-step reaction with 4 steps

1: H₂ / 5percent Pd/C / tetrahydrofuran; methanol / 3 h / 760 Torr / Ambient temperature

2: HOBt, WSC / dimethylformamide / 14 h / Ambient temperature

3: H₂ / 5percent Pd/C / tetrahydrofuran; methanol / 3 h / 760 Torr / Ambient temperature

4: 4-N,N-dimethylaminopyridine / dimethylformamide / 1.5 h

With dmap; hydrogen; benzotriazol-1-ol; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; palladium on activated charcoal; In tetrahydrofuran; methanol; N,N-dimethyl-formamide;

DOI:10.1021/jm9803065

Reference yield:

{(1S,2S)-1-[(S)-1-Hydroxymethyl-2-(1H-indol-3-yl)-ethylcarbamoyl]-2-methyl-butyl}-carbamic acid benzyl ester (161708-67-4) → N-{(1S,2S)-1-[(S)-1-Hydroxymethyl-2-(1H-indol-3-yl)-ethylcarbamoyl]-2-methyl-butyl}-benzamide (161709-08-6)

Guidance literature:

Multi-step reaction with 2 steps

1: H₂ / 5percent Pd/C / tetrahydrofuran; methanol / 3 h / 760 Torr / Ambient temperature

2: 4-N,N-dimethylaminopyridine / dimethylformamide / 1.5 h

With dmap; hydrogen; palladium on activated charcoal; In tetrahydrofuran; methanol; N,N-dimethyl-formamide;

DOI:10.1021/jm9803065

Reference yield:

L-tryptophanol (154-09-6,526-53-4,2899-29-8,52485-52-6) → N-{(1S,2S)-1-[(S)-1-Hydroxymethyl-2-(1H-indol-3-yl)-ethylcarbamoyl]-2-methyl-butyl}-benzamide (161709-08-6)

Guidance literature:

Multi-step reaction with 3 steps

1: HOBt, WSC / dimethylformamide / 14 h / Ambient temperature

2: H₂ / 5percent Pd/C / tetrahydrofuran; methanol / 3 h / 760 Torr / Ambient temperature

3: 4-N,N-dimethylaminopyridine / dimethylformamide / 1.5 h

With dmap; hydrogen; benzotriazol-1-ol; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; palladium on activated charcoal; In tetrahydrofuran; methanol; N,N-dimethyl-formamide;

DOI:10.1021/jm9803065

upstream raw materials:

benzoyl chloride

(2S,3S)-2-Amino-3-methyl-pentanoic acid [(S)-1-hydroxymethyl-2-(1H-indol-3-yl)-ethyl]-amide

benzyl (S)-(1-hydroxy-3-(1H-indol-3-yl)propan-2-yl)carbamate

{(1S,2S)-1-[(S)-1-Hydroxymethyl-2-(1H-indol-3-yl)-ethylcarbamoyl]-2-methyl-butyl}-carbamic acid benzyl ester