Lopinavir Metabolite M-1

Base Information

• Chemical Name: Lopinavir Metabolite M-1
• CAS No.: 192725-39-6
• Molecular Formula: C37H46 N4 O6
• Molecular Weight: 642.792
• Mol file: 192725-39-6.mol

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

Chemical Property of Lopinavir Metabolite M-1

Chemical Property:

• Melting Point: 106-108°C
• Refractive Index: 1.582
• PSA: 137.07000
• LogP: 5.63440
• Storage Temp.: -20°C Freezer
• Solubility.: Chloroform (Slightly), Methanol (Slightly)

Purity/Quality:

97% ^*data from raw suppliers

Lopinavir Metabolite M-1 ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: A major metabolite of Lopinavir (L469480) . It is a COVID19-related research product. A major metabolite of Lopinavir (L469480) .

Technology Process of Lopinavir Metabolite M-1

There total 10 articles about Lopinavir Metabolite M-1 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: 82.0%

(S)-2-(2,4-dioxotetrahydropyrimidin-1-yl)-3-methylbutyric acid (192725-89-6) + (2S,3S,5S)-2-(2,6-dimethylphenoxyacetyl)amino-3-hydroxy-5-amino-1,6-diphenylhexane (192725-49-8) → 4-Oxo-ABT-378 (192725-39-6)

Guidance literature:

With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride;

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

Reference yield:

tert-butyl L-valinate (13211-31-9) → 4-Oxo-ABT-378 (192725-39-6)

Guidance literature:

Multi-step reaction with 7 steps

1: 94 percent / methanol

2: aq. LiOH

3: pyridine

4: conc. NH₄OH

5: 61 percent / tetrahydrofuran / Heating

6: 95 percent / CF₃CO₂H

7: 82 percent / EDAC; HOBt

With pyridine; lithium hydroxide; ammonium hydroxide; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; trifluoroacetic acid; In tetrahydrofuran; methanol; 1: Michael addition;

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

Reference yield:

2-(2,6-dimethylphenoxy)acetic acid (13335-71-2) → 4-Oxo-ABT-378 (192725-39-6)

Guidance literature:

Multi-step reaction with 3 steps

1: EDAC; HOBt

2: H₂ / Pd(OH)2

3: 82 percent / EDAC; HOBt

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

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

upstream raw materials:

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

(2S,3S,5S)-2-(2,6-dimethylphenoxyacetyl)amino-3-hydroxy-5-amino-1,6-diphenylhexane

tert-butyl L-valinate

2-(2,6-dimethylphenoxy)acetic acid

Downstream raw materials:

(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

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