(S)-2-((3R,7R)-1-tert-Butoxycarbonylmethyl-2-oxo-7-phenyl-azepan-3-ylamino)-4-phenyl-butyric acid ethyl ester

Base Information

• Chemical Name: (S)-2-((3R,7R)-1-tert-Butoxycarbonylmethyl-2-oxo-7-phenyl-azepan-3-ylamino)-4-phenyl-butyric acid ethyl ester
• CAS No.: 111820-60-1
• Molecular Formula: C₃₀H₄₀N₂O₅
• Molecular Weight: 508.658
• Mol file: 111820-60-1.mol

Synonyms:(S)-2-((3R,7R)-1-tert-Butoxycarbonylmethyl-2-oxo-7-phenyl-azepan-3-ylamino)-4-phenyl-butyric acid ethyl ester

Chemical Property of (S)-2-((3R,7R)-1-tert-Butoxycarbonylmethyl-2-oxo-7-phenyl-azepan-3-ylamino)-4-phenyl-butyric acid ethyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (S)-2-((3R,7R)-1-tert-Butoxycarbonylmethyl-2-oxo-7-phenyl-azepan-3-ylamino)-4-phenyl-butyric acid ethyl ester

There total 11 articles about (S)-2-((3R,7R)-1-tert-Butoxycarbonylmethyl-2-oxo-7-phenyl-azepan-3-ylamino)-4-phenyl-butyric 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: 35.0%

ethyl (R)-4-phenyl-2-<<(trifluoromethyl)sulfonyl>oxy>butyrate (88767-98-0,138333-09-2) + ((3R,7R)-3-Amino-2-oxo-7-phenyl-azepan-1-yl)-acetic acid tert-butyl ester (111743-14-7) → (S)-2-((3R,7R)-1-tert-Butoxycarbonylmethyl-2-oxo-7-phenyl-azepan-3-ylamino)-4-phenyl-butyric acid ethyl ester (111820-60-1) + (S)-2-((3S,7S)-1-tert-Butoxycarbonylmethyl-2-oxo-7-phenyl-azepan-3-ylamino)-4-phenyl-butyric acid ethyl ester (111820-53-2)

Guidance literature:

With triethylamine; In dichloromethane;

DOI:10.1021/jm00397a027

Reference yield:

hexahydro-7-phenyl-1H-azepin-2-one (111742-99-5) → (S)-2-((3R,7R)-1-tert-Butoxycarbonylmethyl-2-oxo-7-phenyl-azepan-3-ylamino)-4-phenyl-butyric acid ethyl ester (111820-60-1)

Guidance literature:

Multi-step reaction with 5 steps

1: 72 percent / PCl₅, I₂, Br₂ / CH₂Cl₂ / Ambient temperature

2: 66 percent / NaN₃ / dimethylformamide

3: 69 percent / NaH / dimethylformamide; paraffin

4: 97 percent / H₂ / Raney-Ni / ethanol

5: 35 percent / Et₃N / CH₂Cl₂

With sodium azide; phosphorus pentachloride; hydrogen; bromine; iodine; sodium hydride; triethylamine; nickel; In ethanol; dichloromethane; N,N-dimethyl-formamide; paraffin;

DOI:10.1021/jm00397a027

Reference yield:

ethyl 6-oxo-6-phenylhexanoate (4248-25-3) → (S)-2-((3R,7R)-1-tert-Butoxycarbonylmethyl-2-oxo-7-phenyl-azepan-3-ylamino)-4-phenyl-butyric acid ethyl ester (111820-60-1)

Guidance literature:

Multi-step reaction with 11 steps

1: NH₂OH*HCl / ethanol / 6 h / 50 °C

2: H₂ / Raney-Ni / ethanol / 5.5 h / 50 °C

3: 1.) aq. NaOH, 2.) Et₃N / 1.) MeOH, room temperature, 1.5 h, 2.) room temperature

4: DCC / CH₂Cl₂

5: 4N HCl / dioxane

6: 71 percent / Et₃N / CH₂Cl₂

7: 72 percent / PCl₅, I₂, Br₂ / CH₂Cl₂ / Ambient temperature

8: 66 percent / NaN₃ / dimethylformamide

9: 69 percent / NaH / dimethylformamide; paraffin

10: 97 percent / H₂ / Raney-Ni / ethanol

11: 35 percent / Et₃N / CH₂Cl₂

With hydrogenchloride; sodium hydroxide; sodium azide; phosphorus pentachloride; hydroxylamine hydrochloride; hydrogen; bromine; iodine; sodium hydride; triethylamine; dicyclohexyl-carbodiimide; nickel; In 1,4-dioxane; ethanol; dichloromethane; N,N-dimethyl-formamide; paraffin;

DOI:10.1021/jm00397a027

upstream raw materials:

ethyl (R)-4-phenyl-2-<<(trifluoromethyl)sulfonyl>oxy>butyrate

((3R,7R)-3-Amino-2-oxo-7-phenyl-azepan-1-yl)-acetic acid tert-butyl ester

hexahydro-7-phenyl-1H-azepin-2-one

ethyl 6-oxo-6-phenylhexanoate