Lopinavir Metabolite M-3/M-4

Base Information

• Chemical Name: Lopinavir Metabolite M-3/M-4
• CAS No.: 221553-72-6
• Molecular Formula: C₃₇H₄₈N₄O₆
• Molecular Weight: 644.811
• Mol file: 221553-72-6.mol

Synonyms:1(2H)-Pyrimidineacetamide,N-[(1S,3S,4S)-4-[[(2,6-dimethylphenoxy)acetyl]amino]-3-hydroxy-5-phenyl-1-(phenylmethyl)pentyl]tetrahydro-4-hydroxy-a-(1-methylethyl)-2-oxo-, (aS,4R)- (9CI)

Chemical Property of Lopinavir Metabolite M-3/M-4

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.588
• Boiling Point: 957.204°C at 760 mmHg
• Flash Point: 532.698°C
• PSA: 140.23000
• Density: 1.2g/cm³
• LogP: 5.42620
• Storage Temp.: Hygroscopic, -20°C Freezer, Under Inert Atmosphere
• Solubility.: Chloroform (Slightly), Methanol (Slightly)

Purity/Quality:

99% ^*data from raw suppliers

Lopinavir Metabolite M-3/M-4 ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: A major metabolite of Lopinavir Lopinavir Metabolite M-3/M-4 is a major metabolite of an HIV-1 protease inhibitor, Lopinavir. It is a COVID19-related research product.

Technology Process of Lopinavir Metabolite M-3/M-4

There total 12 articles about Lopinavir Metabolite M-3/M-4 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: 61.0%

4-Oxo-ABT-378 (192725-39-6) → (S)-N-{(1S,3S,4S)-1-Benzyl-4-[2-(2,6-dimethyl-phenoxy)-acetylamino]-3-hydroxy-5-phenyl-pentyl}-2-(4-hydroxy-2-oxo-tetrahydro-pyrimidin-1-yl)-3-methyl-butyramide (221553-72-6,357275-54-8)

Guidance literature:

With sodium tetrahydroborate; In dichloromethane;

DOI:10.1016/S0960-894X(01)00243-8

Reference yield:

2-(2,6-dimethylphenoxy)acetic acid (13335-71-2) → (S)-N-{(1S,3S,4S)-1-Benzyl-4-[2-(2,6-dimethyl-phenoxy)-acetylamino]-3-hydroxy-5-phenyl-pentyl}-2-(4-hydroxy-2-oxo-tetrahydro-pyrimidin-1-yl)-3-methyl-butyramide (221553-72-6,357275-54-8)

Guidance literature:

Multi-step reaction with 4 steps

1: EDAC; HOBt

2: H₂ / Pd(OH)2

3: 82 percent / EDAC; HOBt

4: 61 percent / NaBH₄ / CH₂Cl₂

With sodium tetrahydroborate; hydrogen; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; palladium dihydroxide; In dichloromethane;

DOI:10.1016/S0960-894X(01)00243-8

Reference yield:

(2S,3S,5S)-2-Amino-5-dibenzylamino-1,6-diphenyl-hexan-3-ol → (S)-N-{(1S,3S,4S)-1-Benzyl-4-[2-(2,6-dimethyl-phenoxy)-acetylamino]-3-hydroxy-5-phenyl-pentyl}-2-(4-hydroxy-2-oxo-tetrahydro-pyrimidin-1-yl)-3-methyl-butyramide (221553-72-6,357275-54-8)

Guidance literature:

Multi-step reaction with 4 steps

1: EDAC; HOBt

2: H₂ / Pd(OH)2

3: 82 percent / EDAC; HOBt

4: 61 percent / NaBH₄ / CH₂Cl₂

With sodium tetrahydroborate; hydrogen; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; palladium dihydroxide; In dichloromethane;

DOI:10.1016/S0960-894X(01)00243-8

upstream raw materials:

4-Oxo-ABT-378

tert-butyl L-valinate

2-(2,6-dimethylphenoxy)acetic acid

(S)-2-(2,4-dioxotetrahydropyrimidin-1-yl)-3-methylbutyric acid

Refernces