(S)-N-(1-(2,3-Dihydroxypropyl)-2-oxo-1,2-dihydropyrimidin-4-yl)benzamide

Base Information

• Chemical Name: (S)-N-(1-(2,3-Dihydroxypropyl)-2-oxo-1,2-dihydropyrimidin-4-yl)benzamide
• CAS No.: 62853-19-4
• Molecular Formula: C14H15N3O4
• Molecular Weight: 289.291
• DSSTox Substance ID: DTXSID50563918
• Wikidata: Q82448435
• Mol file: 62853-19-4.mol

Synonyms:62853-19-4;(S)-N-(1-(2,3-Dihydroxypropyl)-2-oxo-1,2-dihydropyrimidin-4-yl)benzamide;DTXSID50563918;A917538;N-{1-[(2S)-2,3-Dihydroxypropyl]-2-oxo-1,2-dihydropyrimidin-4-yl}benzamide

Chemical Property of (S)-N-(1-(2,3-Dihydroxypropyl)-2-oxo-1,2-dihydropyrimidin-4-yl)benzamide

Chemical Property:

• XLogP3: -0.6
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 5
• Exact Mass: 289.10625597
• Heavy Atom Count: 21
• Complexity: 455

Purity/Quality:

97% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)C(=O)NC2=NC(=O)N(C=C2)CC(CO)O
• Isomeric SMILES: C1=CC=C(C=C1)C(=O)NC2=NC(=O)N(C=C2)C[C@@H](CO)O

Technology Process of (S)-N-(1-(2,3-Dihydroxypropyl)-2-oxo-1,2-dihydropyrimidin-4-yl)benzamide

There total 12 articles about (S)-N-(1-(2,3-Dihydroxypropyl)-2-oxo-1,2-dihydropyrimidin-4-yl)benzamide 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: 76.0%

N-[1-((S)-2,2-Dimethyl-[1,3]dioxolan-4-ylmethyl)-2-oxo-1,2-dihydro-pyrimidin-4-yl]-benzamide (127757-42-0) → (S)-N-(1-(2,3-dihydroxypropyl)-2-oxo-1,2-dihydropyrimidin-4-yl)benzamide (62853-19-4)

Guidance literature:

With sulfuric acid; In 1,4-dioxane; water; stirred to dissolution and set aside overnight and neutralized;

Reference yield: 73.0%

C17H23N3O4Si → (S)-N-(1-(2,3-dihydroxypropyl)-2-oxo-1,2-dihydropyrimidin-4-yl)benzamide (62853-19-4)

Guidance literature:

With tetrabutyl ammonium fluoride; In tetrahydrofuran; at 0 ℃; for 48h; Inert atmosphere;

Reference yield: 73.0%

(S)-N-(1-(2,3-dihydroxy-2-(trimethylsilyl)propyl)-2-oxo-1,2-dihydropyrimidin-4-yl)benzamide → (S)-N-(1-(2,3-dihydroxypropyl)-2-oxo-1,2-dihydropyrimidin-4-yl)benzamide (62853-19-4)

Guidance literature:

With tetrabutyl ammonium fluoride; In tetrahydrofuran; N,N-dimethyl-formamide; at 0 - 20 ℃; for 18h;

DOI:10.1021/acs.joc.8b02442

upstream raw materials:

N-[1-((S)-2,2-Dimethyl-[1,3]dioxolan-4-ylmethyl)-2-oxo-1,2-dihydro-pyrimidin-4-yl]-benzamide

chloro-trimethyl-silane

benzoyl chloride

1-(S)-(2,3-dihydroxypropyl)cytosine

Downstream raw materials:

(S)-1-(3-(4,4′-dimethoxytrityloxy)-2-hydroxypropyl)-N4-benzoylcytosine

(S)-N₁-[2-hydroxy-3-(triphenylmethoxy)propyl]-N₄-benzoylcytosine

diethyl (S)-4-N-benzoyl-1-[3-hydroxy-2-(phosphonomethoxy)propyl]cytosine

N⁴-benzoyl-1-(S)-(3-hydroxy-2-phosphonomethoxypropyl)cytosine