(R)-N-(1-(3-(cyclopropylmethoxy)phenyl)ethyl)-3-((2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl)methoxy)propane-1-sulfonamide

Base Information

• Chemical Name: (R)-N-(1-(3-(cyclopropylmethoxy)phenyl)ethyl)-3-((2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl)methoxy)propane-1-sulfonamide
• CAS No.: 1198221-39-4
• Molecular Formula: C₂₀H₂₇N₃O₆S
• Molecular Weight: 437.517
• Mol file: 1198221-39-4.mol

Synonyms:

Chemical Property of (R)-N-(1-(3-(cyclopropylmethoxy)phenyl)ethyl)-3-((2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl)methoxy)propane-1-sulfonamide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (R)-N-(1-(3-(cyclopropylmethoxy)phenyl)ethyl)-3-((2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl)methoxy)propane-1-sulfonamide

There total 10 articles about (R)-N-(1-(3-(cyclopropylmethoxy)phenyl)ethyl)-3-((2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl)methoxy)propane-1-sulfonamide 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: 40.0%

→ (R)-N-(1-(3-(cyclopropylmethoxy)phenyl)ethyl)-3-((2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl)methoxy)propane-1-sulfonamide (1198221-39-4)

Guidance literature:

Reference yield:

C16H25NO5S + O,O'-bis-(trimethylsilyl)uracil (10457-14-4) → (R)-N-(1-(3-(cyclopropylmethoxy)phenyl)ethyl)-3-((2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl)methoxy)propane-1-sulfonamide (1198221-39-4)

Guidance literature:

With iodine; In 1,2-dichloro-ethane; at 20 - 95 ℃; for 3h; Inert atmosphere;

DOI:10.1021/jm201628y

Reference yield:

(S)-N-((R)-1-(3-(cyclopropylmethoxy)phenyl)ethyl)-2-methylpropane-2-sulfinamide → (R)-N-(1-(3-(cyclopropylmethoxy)phenyl)ethyl)-3-((2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl)methoxy)propane-1-sulfonamide (1198221-39-4)

Guidance literature:

Multi-step reaction with 7 steps

1: hydrogenchloride / 1,4-dioxane; methanol / 0.5 h / 20 °C / Inert atmosphere

2: triethylamine / dichloromethane / 4 h / 0 - 20 °C / Inert atmosphere

3: sodium iodide / N,N-dimethyl-formamide / 6 h / 20 - 90 °C / Inert atmosphere

4: hydrogenchloride / methanol / 1 h / 85 °C / Inert atmosphere

5: N-ethyl-N,N-diisopropylamine / dichloromethane / 2 h / 20 °C / Inert atmosphere

6: boron trichloride / dichloromethane / 1.5 h / 0 - 20 °C / Inert atmosphere

7: iodine / 1,2-dichloro-ethane / 3 h / 20 - 95 °C / Inert atmosphere

With hydrogenchloride; iodine; boron trichloride; triethylamine; N-ethyl-N,N-diisopropylamine; sodium iodide; In 1,4-dioxane; methanol; dichloromethane; 1,2-dichloro-ethane; N,N-dimethyl-formamide;

DOI:10.1021/jm201628y

upstream raw materials:

O,O'-bis-(trimethylsilyl)uracil

(R)-1-(3-(cyclopropylmethoxy)phenyl)ethanamine hydrochloride

(R)-3-chloro-N-(1-(3-(cyclopropylmethoxy)phenyl)ethyl)propane-1-sulfonamide

(R)-3-(N-(1-(3-(cyclopropylmethoxy)phenyl)ethyl)sulfamoyl)propyl acetate