5(S)-amino-6-(4-hydroxy-2,6-dimethylphenyl)-N-(3-phenylpropyl)-3(E)-hexenamide hydrochloride

Base Information

• Chemical Name: 5(S)-amino-6-(4-hydroxy-2,6-dimethylphenyl)-N-(3-phenylpropyl)-3(E)-hexenamide hydrochloride
• CAS No.: 137650-28-3
• Molecular Formula: C₂₃H₃₀N₂O₂*ClH
• Molecular Weight: 402.964
• Mol file: 137650-28-3.mol

Synonyms:5(S)-amino-6-(4-hydroxy-2,6-dimethylphenyl)-N-(3-phenylpropyl)-3(E)-hexenamide hydrochloride

Chemical Property of 5(S)-amino-6-(4-hydroxy-2,6-dimethylphenyl)-N-(3-phenylpropyl)-3(E)-hexenamide hydrochloride

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 5(S)-amino-6-(4-hydroxy-2,6-dimethylphenyl)-N-(3-phenylpropyl)-3(E)-hexenamide hydrochloride

There total 7 articles about 5(S)-amino-6-(4-hydroxy-2,6-dimethylphenyl)-N-(3-phenylpropyl)-3(E)-hexenamide hydrochloride 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:

1,1-dimethylethyl<1(S)-<<4-(1,1-dimethylethoxy)-2,6-dimethylphenyl>methyl>-5-oxo-5-<(3-phenylpropyl)amino>-2(E)-pentenyl>carbamate (137650-27-2) → 5(S)-amino-6-(4-hydroxy-2,6-dimethylphenyl)-N-(3-phenylpropyl)-3(E)-hexenamide hydrochloride (137650-28-3)

Guidance literature:

With hydrogenchloride; In 1,4-dioxane; dichloromethane; at 23 ℃; for 0.166667h;

DOI:10.1021/jm00080a005

Reference yield:

3-Phenylpropan-1-amine (2038-57-5) → 5(S)-amino-6-(4-hydroxy-2,6-dimethylphenyl)-N-(3-phenylpropyl)-3(E)-hexenamide hydrochloride (137650-28-3)

Guidance literature:

Multi-step reaction with 2 steps

1: 89 percent / DCC, 1-hydroxybenzotriazole hydrate / dimethylformamide / 2.5 h / -23 - 23 °C

2: 6.5N aq. HCl / CH₂Cl₂; dioxane / 0.17 h / 23 °C

With hydrogenchloride; 1-hydroxybenzotriazol-hydrate; dicyclohexyl-carbodiimide; In 1,4-dioxane; dichloromethane; N,N-dimethyl-formamide;

DOI:10.1021/jm00080a005

Reference yield:

1,1-dimethylethyl <2-<4-(1,1-dimethylethoxy)-2,6-dimethylphenyl>-1(S)-formylethyl>carbamate (137650-17-0) → 5(S)-amino-6-(4-hydroxy-2,6-dimethylphenyl)-N-(3-phenylpropyl)-3(E)-hexenamide hydrochloride (137650-28-3)

Guidance literature:

Multi-step reaction with 4 steps

1: 1.) n-BuLi / 1.) hexane, THF, -78 deg C, 0.5 h, 2.) THF, hexane, from -78 deg C to 0 deg C, 1 h

2: 1.) dicyclohexylborane, 2.) H₂O₂ / 1.) THF, 0.5 h, 2.) THF, MeOH, 0.5 h

3: 89 percent / DCC, 1-hydroxybenzotriazole hydrate / dimethylformamide / 2.5 h / -23 - 23 °C

4: 6.5N aq. HCl / CH₂Cl₂; dioxane / 0.17 h / 23 °C

With hydrogenchloride; n-butyllithium; bis(cyclohexanyl)borane; dihydrogen peroxide; 1-hydroxybenzotriazol-hydrate; dicyclohexyl-carbodiimide; In 1,4-dioxane; dichloromethane; N,N-dimethyl-formamide;

DOI:10.1021/jm00080a005

upstream raw materials:

1,1-dimethylethyl<1(S)-<<4-(1,1-dimethylethoxy)-2,6-dimethylphenyl>methyl>-5-oxo-5-<(3-phenylpropyl)amino>-2(E)-pentenyl>carbamate

3-Phenylpropan-1-amine

1,1-dimethylethyl <2-<4-(1,1-dimethylethoxy)-2,6-dimethylphenyl>-1(S)-formylethyl>carbamate

methyl (S)-2-((tert-butoxycarbonyl)amino)-3-(4-hydroxy-2,6-dimethylphenyl)propanoate