(2S)-N-((1R)-2-amino-1-(4-((2-methylpentyl)oxy)phenyl)ethyl)-2-phenylpropanamide

Base Information

• Chemical Name: (2S)-N-((1R)-2-amino-1-(4-((2-methylpentyl)oxy)phenyl)ethyl)-2-phenylpropanamide
• CAS No.: 1287285-96-4
• Molecular Formula: C23H32N2O2
• Molecular Weight: 368.519
• Mol file: 1287285-96-4.mol

Synonyms:[(2S)-N-((1R)-2-amino-1-(4-(2-methylpentyloxy)-phenyl)ethyl)-2-phenylpropanamide];(2S)-N-((1R)-2-amino-1-(4-(2-methylpentyloxy)phenyl)ethyl)-2-phenyl-propanamide;

Chemical Property of (2S)-N-((1R)-2-amino-1-(4-((2-methylpentyl)oxy)phenyl)ethyl)-2-phenylpropanamide

Chemical Property:

• PSA: 64.35000
• LogP: 5.51250

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (2S)-N-((1R)-2-amino-1-(4-((2-methylpentyl)oxy)phenyl)ethyl)-2-phenylpropanamide

There total 8 articles about (2S)-N-((1R)-2-amino-1-(4-((2-methylpentyl)oxy)phenyl)ethyl)-2-phenylpropanamide 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:

(S)-2-Phenylpropionic acid (7782-24-3) → (2S)-N-{(1R)-2-amino-1-[4-(2-methylpentyloxy)phenyl]ethyl}-2-phenylpropanamide (1287285-96-4)

Guidance literature:

Multi-step reaction with 2 steps

1: N-ethyl-N,N-diisopropylamine; HATU / dichloromethane / 3 h / 0 - 20 °C / Inert atmosphere

2: hydrogen / palladium 10% on activated carbon / ethanol / 1 h / 2068.65 Torr

With hydrogen; N-ethyl-N,N-diisopropylamine; HATU; palladium 10% on activated carbon; In ethanol; dichloromethane;

Reference yield:

(R)-methyl 2-((tert-butoxycarbonyl)amino)-2-(4-hydroxyphenyl)acetate (143323-49-3,141518-55-0) → (2S)-N-{(1R)-2-amino-1-[4-(2-methylpentyloxy)phenyl]ethyl}-2-phenylpropanamide (1287285-96-4)

Guidance literature:

Multi-step reaction with 7 steps

1.1: triphenylphosphine / tetrahydrofuran / 0.17 h

1.2: 18 h / 20 °C

2.1: lithium chloride; sodium tetrahydroborate / ethanol; tetrahydrofuran / 0 - 20 °C

2.2: 0 °C

3.1: carbon tetrabromide; triphenylphosphine / tetrahydrofuran / 2 h / 20 °C

4.1: sodium azide / N,N-dimethyl-formamide / 1 h / 20 °C

5.1: trifluoroacetic acid / dichloromethane / 1 h / 20 °C

6.1: N-ethyl-N,N-diisopropylamine; HATU / dichloromethane / 3 h / 0 - 20 °C / Inert atmosphere

7.1: hydrogen / palladium 10% on activated carbon / ethanol / 1 h / 2068.65 Torr

With sodium tetrahydroborate; sodium azide; carbon tetrabromide; hydrogen; N-ethyl-N,N-diisopropylamine; triphenylphosphine; HATU; trifluoroacetic acid; lithium chloride; palladium 10% on activated carbon; In tetrahydrofuran; ethanol; dichloromethane; N,N-dimethyl-formamide;

Reference yield:

tert-butyl (1R)-2-hydroxy-1-[4-(2-methylpentyloxy)phenyl]ethylcarbamate (1286280-72-5) → (2S)-N-{(1R)-2-amino-1-[4-(2-methylpentyloxy)phenyl]ethyl}-2-phenylpropanamide (1287285-96-4)

Guidance literature:

Multi-step reaction with 5 steps

1: carbon tetrabromide; triphenylphosphine / tetrahydrofuran / 2 h / 20 °C

2: sodium azide / N,N-dimethyl-formamide / 1 h / 20 °C

3: trifluoroacetic acid / dichloromethane / 1 h / 20 °C

4: N-ethyl-N,N-diisopropylamine; HATU / dichloromethane / 3 h / 0 - 20 °C / Inert atmosphere

5: hydrogen / palladium 10% on activated carbon / ethanol / 1 h / 2068.65 Torr

With sodium azide; carbon tetrabromide; hydrogen; N-ethyl-N,N-diisopropylamine; triphenylphosphine; HATU; trifluoroacetic acid; palladium 10% on activated carbon; In tetrahydrofuran; ethanol; dichloromethane; N,N-dimethyl-formamide;

upstream raw materials:

(S)-2-Phenylpropionic acid

(R)-methyl 2-((tert-butoxycarbonyl)amino)-2-(4-hydroxyphenyl)acetate

methyl (R)-2-amino-2-(4-hydroxyphenyl)acetate hydrochloride

tert-butyl (1R)-2-hydroxy-1-[4-(2-methylpentyloxy)phenyl]ethylcarbamate

Downstream raw materials:

(2S)-N-((1R)-2-(cyclopropylmethylamino)-1-(4-(2-methylpentyloxy)phenyl)ethyl)-2-phenylpropanamide

(2S)-N-((1R)-2-(dimethylamino)-1-(4-(2-methylpentyloxy)phenyl)ethyl)-2-phenylpropanamide trifluoroacetate

(2S)-N-((1R)-1-(4-(2-methylpentyloxy)phenyl)-2-morpholinoethyl)-2-phenylpropanamide trifluoroacetate

t-butyl (2S,3S)-3-methyl-1-((2R)-2-(4-(2-methylpentyloxy)phenyl)-2-((S)-2-phenylpropanamido)ethylamino)-1-oxopentan-2-ylcarbamate