Lisinopril S,S,S-Diketopiperazine

Base Information

• Chemical Name: Lisinopril S,S,S-Diketopiperazine
• CAS No.: 328385-86-0
• Molecular Formula: C₂₁H₂₉N₃O₄
• Molecular Weight: 387.479
• Hs Code.: 2933998350
• Mol file: 328385-86-0.mol

Synonyms:(2S)-2-[(3S,8aS)-3-(4-Aminobutyl)-1,4-dioxohexahydropyrrolo[1,2-a]pyrazin-2(H)-yl]-4-phenylbutanoicacid

Chemical Property of Lisinopril S,S,S-Diketopiperazine

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.609
• Boiling Point: 650.828°C at 760 mmHg
• PKA: 3.56±0.10(Predicted)
• Flash Point: 347.409°C
• PSA: 103.94000
• Density: 1.274g/cm³
• LogP: 1.97930

Purity/Quality:

99%, ^*data from raw suppliers

LISINOPRIL S,S,S-DIKETOPIPERAZINE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of Lisinopril S,S,S-Diketopiperazine

There total 4 articles about Lisinopril S,S,S-Diketopiperazine 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:

(R)-1-[(S)-2-((S)-1-Ethoxycarbonyl-3-phenyl-propylamino)-6-(2,2,2-trifluoro-acetylamino)-hexanoyl]-pyrrolidine-2-carboxylic acid → (R)-2-[(3S,8aS)-3-(4-Amino-butyl)-1,4-dioxo-hexahydro-pyrrolo[1,2-a]pyrazin-2-yl]-4-phenyl-butyric acid (328385-86-0)

Guidance literature:

Multi-step reaction with 2 steps

1: 73 percent / xylene / 5 h / Heating

2: tetramethylammonium hydroxide / ethanol / 2 h

With tetramethyl ammoniumhydroxide; In ethanol; xylene;

DOI:10.1016/S0022-2860(98)00399-8

Reference yield:

(R)-1-[(S)-2-((S)-1-Ethoxycarbonyl-3-phenyl-propylamino)-6-(2,2,2-trifluoro-acetylamino)-hexanoyl]-pyrrolidine-2-carboxylic acid → (2S)-2-[(3S,8aR)-3-(4-Aminobutyl)-1,4-dioxohexahydropyrrolo[1,2-a]pyrazin-2(1H)-yl]-4-phenylbutanoic acid (328385-86-0)

Guidance literature:

Multi-step reaction with 2 steps

1: 73 percent / xylene / 5 h / Heating

2: tetramethylammonium hydroxide / ethanol / 2 h

With tetramethyl ammoniumhydroxide; In ethanol; xylene;

DOI:10.1016/S0022-2860(98)00399-8

Reference yield:

(S)-2-{(3S,8aS)-1,4-Dioxo-3-[4-(2,2,2-trifluoro-acetylamino)-butyl]-hexahydro-pyrrolo[1,2-a]pyrazin-2-yl}-4-phenyl-butyric acid ethyl ester → (R)-2-[(3S,8aS)-3-(4-Amino-butyl)-1,4-dioxo-hexahydro-pyrrolo[1,2-a]pyrazin-2-yl]-4-phenyl-butyric acid (328385-86-0) + (2S)-2-[(3S,8aR)-3-(4-Aminobutyl)-1,4-dioxohexahydropyrrolo[1,2-a]pyrazin-2(1H)-yl]-4-phenylbutanoic acid (328385-86-0)

Guidance literature:

With tetramethyl ammoniumhydroxide; In ethanol; for 2h; Yield given. Yields of byproduct given;

DOI:10.1016/S0022-2860(98)00399-8