Cyclohexanecarboxylic acid [(S)-1-hydroxymethyl-2-(1H-indol-3-yl)-ethyl]-amide

Base Information

• Chemical Name: Cyclohexanecarboxylic acid [(S)-1-hydroxymethyl-2-(1H-indol-3-yl)-ethyl]-amide
• CAS No.: 161709-35-9
• Molecular Formula: C₁₈H₂₄N₂O₂
• Molecular Weight: 300.401
• Mol file: 161709-35-9.mol

Synonyms:Cyclohexanecarboxylic acid [(S)-1-hydroxymethyl-2-(1H-indol-3-yl)-ethyl]-amide

Chemical Property of Cyclohexanecarboxylic acid [(S)-1-hydroxymethyl-2-(1H-indol-3-yl)-ethyl]-amide

Chemical Property:

Purity/Quality:

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Technology Process of Cyclohexanecarboxylic acid [(S)-1-hydroxymethyl-2-(1H-indol-3-yl)-ethyl]-amide

There total 2 articles about Cyclohexanecarboxylic acid [(S)-1-hydroxymethyl-2-(1H-indol-3-yl)-ethyl]-amide 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) → Cyclohexanecarboxylic acid [(S)-1-hydroxymethyl-2-(1H-indol-3-yl)-ethyl]-amide (161709-35-9)

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:

cyclohexanylcarbonyl chloride (2719-27-9) + L-tryptophanol (154-09-6,526-53-4,2899-29-8,52485-52-6) → Cyclohexanecarboxylic acid [(S)-1-hydroxymethyl-2-(1H-indol-3-yl)-ethyl]-amide (161709-35-9)

Guidance literature:

With dmap; In N,N-dimethyl-formamide; for 1.5h;

DOI:10.1021/jm9803065

Reference yield:

Cyclohexanecarboxylic acid [(S)-1-hydroxymethyl-2-(1H-indol-3-yl)-ethyl]-amide (161709-35-9) → Cyclohexanecarboxylic acid [(S)-1-formyl-2-(1H-indol-3-yl)-ethyl]-amide

Guidance literature:

With pyridine-SO₃ complex; dimethyl sulfoxide; triethylamine; for 0.833333h; Ambient temperature;

DOI:10.1021/jm9803065

upstream raw materials:

cyclohexanylcarbonyl chloride

L-tryptophanol

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