6-{[(1S)-1-phenylethyl]amino}-3-(propan-2-yl)-1,2,3,4- tetrahydropyrimidine-2,4-dione

Base Information

• Chemical Name: 6-{[(1S)-1-phenylethyl]amino}-3-(propan-2-yl)-1,2,3,4- tetrahydropyrimidine-2,4-dione
• CAS No.: 1642288-47-8
• Molecular Formula: C₁₅H₁₉N₃O₂
• Molecular Weight: 273.335
• Mol file: 1642288-47-8.mol

Synonyms:

Chemical Property of 6-{[(1S)-1-phenylethyl]amino}-3-(propan-2-yl)-1,2,3,4- tetrahydropyrimidine-2,4-dione

Chemical Property:

• Density: 1.19±0.1 g/cm3(Predicted)

Purity/Quality:

99% ^*data from raw suppliers

Mavacamten（MYK-461） >98% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Description: Mavacamten（MYK-461）is a first-in-class allosteric inhibitor of cardiac myosin that promises to provide clinicians with targeted therapy for these patients. It is a mechanistically novel small molecule that acts on the sarcolemma to specifically inhibit contractility and has been proposed as a treatment for HCM.
• Uses: MYK-461 is a drug used to treat obstructive hypertrophic cardiomyopathy as a cardiac myosin inhibitor.?Mavacamten is used to treat adults with symptomatic obstructive hypertrophic cardiomyopathy. It is used to treat symptomatic obstructive hypertrophic cardiomyopathy (HCM).

Technology Process of 6-{[(1S)-1-phenylethyl]amino}-3-(propan-2-yl)-1,2,3,4- tetrahydropyrimidine-2,4-dione

There total 2 articles about 6-{[(1S)-1-phenylethyl]amino}-3-(propan-2-yl)-1,2,3,4- tetrahydropyrimidine-2,4-dione 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: 69.0%

6-chloro-3-isopropylpyrimidine-2,4(1H,3H)-dione + (S)-1-phenyl-ethylamine (2627-86-3) → 6-{[(1S)-1-phenylethyl]amino}-3-(propan-2-yl)-1,2,3,4- tetrahydropyrimidine-2,4-dione (1642288-47-8)

Guidance literature:

In 1,4-dioxane; at 90 ℃;

Reference yield:

1-isopropylpyrimidine-2,4,6(1H,3H,5H)trione (69998-14-7) → 6-{[(1S)-1-phenylethyl]amino}-3-(propan-2-yl)-1,2,3,4- tetrahydropyrimidine-2,4-dione (1642288-47-8)

Guidance literature:

Multi-step reaction with 2 steps

1: N-benzyl-N,N,N-triethylammonium chloride; trichlorophosphate / 50 °C / Inert atmosphere

2: 1,4-dioxane / 90 °C

With N-benzyl-N,N,N-triethylammonium chloride; trichlorophosphate; In 1,4-dioxane;

Reference yield: 74.0%

6-{[(1S)-1-phenylethyl]amino}-3-(propan-2-yl)-1,2,3,4- tetrahydropyrimidine-2,4-dione (1642288-47-8) → (S)-5-bromo-3-isopropyl-6-((1-phenylethyl)amino)pyrimidine-2,4(1H,3H)-dione

Guidance literature:

With N-Bromosuccinimide; In acetic acid; at 20 ℃; for 1h;

upstream raw materials:

(S)-1-phenyl-ethylamine

1-isopropylpyrimidine-2,4,6(1H,3H,5H)trione

Refernces

• 1、 -. "MAVACAMTEN FOR USE IN THE TREATMENT OF HYPERTROPHIC CARDIOMYOPATHY". Paragraph 0193. . Retrieved 2019/02/15.