103300-91-0

Basic information

• Product Name: N2-1[(1S)-Ethoxycarbonyl-3-phenylpropyl]-N6-trifluoroacetyl-L-lysyl-L-proline
• Synonyms: N2-[(S)-3-Phenyl-1-(ethoxycarbonyl)propyl]-N6-(trifluoroacetyl)-L-Lys-L-Pro-OH;N2-(1-(S)-ethoxycarbqonyl-3-phenylpropyl)-N6-trifluoroacetyl-L-lysine-L-proline;(S)-1-((S)-2-(((S)-1-Ethoxy-1-oxo-4-phenylbutan-2-yl)aMino)-6-(2,2,2-trifluoroacetaMido)hexanoyl)pyrrolidine-2-carboxylic acid;1-[N2-[(1S)-Ethoxycarbonyl-3-phenylpropyl]-N6-trifluoroacetyl]-L-lysyl-L-proline;(S)-1-((S)-2-(((S)-1-Ethoxy-1-oxo-4-phenylbutan-2-yl)amino)-6-(2,2,2-trifluoroacetamido)hexanoyl);L-Proline,N2-[(1S)-1-(ethoxycarbonyl)-3-phenylpropyl]-N6-(2,2,2-trifluoroacetyl)-L-lysyl-;(S)-1-((S)-2-(((S)-1-Ethoxy-1-oxo-4-phenylbutan-2-yl)amino)-6-(2,2,2-trifluoroacetamido)hexano;LISINOPRIL ESTER
• CAS NO: 103300-91-0
• Molecular Formula: C₂₅H₃₄F₃N₃O₆
• Molecular Weight: 529.55
• EINECS: 405-650-2
• Mol File: 103300-91-0.mol
• Article Data: 2

Chemical Properties

• Melting Point: 78 °C
• Boiling Point: 714.798 °C at 760 mmHg
• Flash Point: 386.096 °C
• Appearance: /
• Density: 1.269 g/cm³
• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.519
• Storage Temp.: 2-8°C
• PKA: 3.13±0.20(Predicted)
• CAS DataBase Reference: N2-1[(1S)-Ethoxycarbonyl-3-phenylpropyl]-N6-trifluoroacetyl-L-lysyl-L-proline(CAS DataBase Reference)
• NIST Chemistry Reference: N2-1[(1S)-Ethoxycarbonyl-3-phenylpropyl]-N6-trifluoroacetyl-L-lysyl-L-proline(103300-91-0)
• EPA Substance Registry System: N2-1[(1S)-Ethoxycarbonyl-3-phenylpropyl]-N6-trifluoroacetyl-L-lysyl-L-proline(103300-91-0)

Safety Data

• Hazardous Substances Data: 103300-91-0(Hazardous Substances Data)

Usage

Description

N2-1[(1S)-Ethoxycarbonyl-3-phenylpropyl]-N6-trifluoroacetyl-L-lysyl-L-proline is a complex organic compound that serves as a key intermediate in the synthesis of pharmaceuticals. It is characterized by its unique molecular structure, which includes an ethoxycarbonyl group, a trifluoroacetyl group, and two amino acid residues, L-lysine and L-proline. N2-1[(1S)-Ethoxycarbonyl-3-phenylpropyl]-N6-trifluoroacetyl-L-lysyl-L-proline plays a crucial role in the development of certain medications due to its specific functional groups and reactivity.

Uses

Used in Pharmaceutical Industry:
N2-1[(1S)-Ethoxycarbonyl-3-phenylpropyl]-N6-trifluoroacetyl-L-lysyl-L-proline is used as a reactant in the synthesis of Lisinopril, an angiotensin-converting enzyme (ACE) inhibitor. Lisinopril is a widely prescribed medication for the treatment of hypertension, heart failure, and other cardiovascular conditions. The compound's unique structure allows it to be a vital component in the production of this life-saving drug, contributing to its effectiveness in managing blood pressure and improving heart function.

InChI:InChI=1/C25H34F3N3O6/c1-2-37-23(35)19(14-13-17-9-4-3-5-10-17)30-18(11-6-7-15-29-24(36)25(26,27)28)21(32)31-16-8-12-20(31)22(33)34/h3-5,9-10,18-20,30H,2,6-8,11-16H2,1H3,(H,29,36)(H,33,34)/t18-,19-,20-/m0/s1

Upstream product

• 64920-29-2 2-oxo-4-phenylbutanoic acid ethyl ester 
• 103300-89-6 N^ε-(trifluoroacetyl)-L-lysyl-L-proline 
• 147-85-3 L-proline 
• 116169-90-5 N₂-[1-(S)-ethoxycarbonyl-3-phenylpropyl]-N₆-trifluoroacetyl-L-lysine 

Downstream Products

• 76547-98-3 Lisinopril 
• 85955-59-5 lisinopril 

Relevant articles and documents

A process for preparing high-purity lisinopril

The invention provides a method for synthesizing high purity lisinopril, using L - proline weakly alkaline compound ammonium salt to replace the L - proline in the strong alkali compound salt (such as tetramethyl ammonium hydroxide, sodium hydroxide), (II) with the lisinopril hydride in the DCC and N - hydroxy succinimide (NHS) in the presence of a condensation, hydrolysis to obtain the lisinopril. The preparation method from the source control the specific impurity N6 - (3 - Carboxyl propionyl) lisinopril (I) generating, so that the obtained lisinopril and its dihydrate pharmaceutical standards, is suitable for industrial production.